Kendriya Vidyalaya Question Papers Class 11Chemistry. We covered all the Kendriya Vidyalaya Question Papers Class 11Chemistrymcqs in this post for free so that you can practice well for the exam.
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Kendriya Vidyalaya Question Papers Class 11Chemistry Objective for Students
Hoffmann’s rearrangement during the conversion of an amide to amine is
(A) Intramolecular
(B) Intermolecular
(C) Both
(D) None
Explanation: Hoffmann rearrangement is a reaction where a primary amide undergoes a structural transformation in the presence of halogen and Base to form an amine with one fewer carbon Atom. The process proceeds through formation of an intermediate isocyanate, followed by hydrolysis to give the final amine product. A key mechanistic feature is the migration of an alkyl or aryl group from the carbonyl carbon to the nitrogen Atom. This migration happens within the same Molecule, meaning the structural change occurs internally rather than involving transfer between different molecules. Such internal shifts are common in rearrangement reactions and are important in synthetic OrganicChemistry because they allow controlled modification of carbon skeletons. The reaction is widely used for converting amides into amines while simultaneously reducing chain length, which makes it synthetically valuable. Understanding the intramolecular nature of the migration helps distinguish it from intermolecular processes where bonds are exchanged between separate molecules.
Option a – Intramolecular
The number of p bonds present in CN-CH=CH-CN is ( Kendriya Vidyalaya Question Papersmcq )
(A) 5
(B) 4
(C) 3
(D) 2
Explanation: π bonds arise from multiple bonds such as double and triple bonds in Organic compounds. A carbon–carbon double bond contains one π bond, while a carbon–nitrogen triple bond contains two π bonds. In the given structure, there are two nitrile groups (–C≡N), each contributing two π bonds due to their triple Bonding. Additionally, the central carbon–carbon double bond contributes one more π bond. To determine the total number of π bonds, each multiple bond must be analysed individually and only the π components counted, excluding σ bonds. Such counting is essential in understanding conjugation, electron distribution, and reactivity patterns in Organic molecules. Compounds with multiple π bonds often show enhanced chemical reactivity due to the availability of electron-rich regions that can participate in addition and electrophilic reactions.
Option a – 5
Gabriel phthalimide reaction is used in the synthesis of
(A) Primary aromatic amines
(B) Secondary amines
(C) Primary aliphatic amines
(D) Tertiary amines
Explanation: Gabriel phthalimide reaction is a classical method in OrganicChemistry used for preparing amines through a controlled synthetic route. In this process, phthalimide is first converted into its potassium Salt, which then undergoes alkylation with an alkyl halide. The resulting N-alkyl phthalimide is hydrolysed or treated with hydrazine to release the amine product. The key idea behind this reaction is that it allows formation of a single type of amine without mixtures, unlike many other substitution methods. The mechanism ensures that nitrogen becomes the nucleophilic center after activation of the phthalimide structure. This reaction is especially useful because it helps avoid over-alkylation, which commonly occurs in direct ammonolysis of alkyl halides. The process is widely used in laboratory synthesis where selectivity and purity of amine formation are important. It is mainly applied for preparing straight-chain amines through a stepwise controlled pathway involving nucleophilic substitution followed by cleavage of the phthalimide group.
Explanation: Isocyanides (also called isonitriles) are compounds where the functional group is –NC, with nitrogen directly bonded to an alkyl group. In t-butyl isocyanide, the carbon–nitrogen arrangement is highly reactive toward reduction. When reduction takes place, hydrogen is added across the carbon–nitrogen linkage, effectively converting the isocyanide functional group into a more stable amine structure. During this transformation, the nitrogen retains its attachment to the alkyl group while the Bonding pattern changes from a highly unsaturated state to a saturated amine system. The reaction proceeds through intermediate stages where the multiple bond character between carbon and nitrogen is progressively weakened. This type of conversion is important in OrganicChemistry because it demonstrates how less stable functional groups can be transformed into stable amines. Such reductions are typically carried out using suitable reducing agents under controlled conditions, ensuring selective conversion without breaking the carbon skeleton. The final product retains the t-butyl group attached to nitrogen in a single-bonded amine form, illustrating functional group interconversion through reduction.
Explanation: Alkyl isocyanides contain the functional group –NC, where carbon is bonded to nitrogen in an unusual arrangement compared to nitriles. During hydrolysis, water reacts with this functional group under acidic or basic conditions, leading to cleavage and rearrangement of bonds. The reaction proceeds through unstable intermediates that eventually convert into a more stable nitrogen-containing product. The carbon framework is oxidised while nitrogen is transformed into an amino group. As a result, the final product formed after complete hydrolysis is a primary amine. This transformation is significant in OrganicChemistry because it shows how reactive isocyanide groups can be converted into stable amines through simple hydrolytic conditions. It also highlights functional group interconversion involving carbon–nitrogen multiple bond systems.
Option a – Primary amine
In disaccharides, the anomeric carbon of one monosaccharide is bonded to the carbon of another monosaccharide through ( Kendriya Vidyalaya Question Papersmcq )
(A) Carbon
(B) Nitrogen
(C) Sulphur
(D) Oxygen
Explanation: Disaccharides are formed when two monosaccharide units join through a specific type of linkage involving the anomeric carbon. The anomeric carbon is the carbon derived from the carbonyl group during ring formation, making it highly reactive. In glycosidic bond formation, this carbon reacts with a hydroxyl group of another sugar Molecule. The bond is formed through an oxygen Atom that bridges the two sugar units, creating a stable acetal-type linkage. This condensation process involves elimination of water. Glycosidic linkages determine the structural and functional properties of carbohydrates, including their stability, solubility, and digestibility. Enzymes in biological systems specifically recognize and break these bonds during metabolism, making them essential in biochemical energy processes.
Option d – Oxygen
Glucose reacts with Alcohol in the presence of dry HCl to give a cyclic hemiacetal. It shows that
(A) Formyl group and hydroxyl group are absent.
(B) Hydroxyl group is present.
(C) Formyl group is present.
(D) Hydroxyl group and formyl group are part of the same Molecule.
Explanation: Glucose is an aldose sugar that contains an aldehyde group and multiple hydroxyl groups. When it reacts with Alcohol under acidic conditions, it forms cyclic hemiacetal structures. This indicates that glucose does not exist only in an open-chain form but prefers a cyclic structure in solution. The aldehyde group reacts intramolecularly with one of its hydroxyl groups, forming a stable ring system. This process explains the presence of equilibrium between open-chain and cyclic forms. The formation of cyclic hemiacetal is crucial in carbohydrate Chemistry because it leads to the existence of anomeric forms and mutarotation. This behavior also explains the stability and reactivity patterns of glucose in biological systems.
Option d – Hydroxyl group and formyl group are part of the same Molecule
The glycosidic linkage in carbohydrates is ( Kendriya Vidyalaya Question Papersmcq )
(A) A link between C atoms in a carbohydrate through an oxygen Atom formed by the elimination of water.
(B) A link between two carbon atoms in a carbohydrate by a covalent bond.
(C) A link between a carbon Atom and an oxygen Atom.
(D) A link between a carbon Atom and a nitrogen Atom.
Explanation: Glycosidic linkage is the covalent bond formed between two monosaccharide units in carbohydrates. It is formed when the anomeric carbon of one sugar reacts with a hydroxyl group of another sugar. This reaction involves the elimination of a water Molecule, making it a condensation reaction. The linkage is characterized by an oxygen bridge connecting the sugar units. Glycosidic bonds are essential in forming disaccharides, oligosaccharides, and polysaccharides. Their orientation and position determine the physical and biological properties of carbohydrates. These bonds are stable but can be broken enzymatically during Digestion, allowing carbohydrates to be used as energy sources in Living Organisms.
Option a – A link between C atoms in a carbohydrate through an oxygen Atom formed by the elimination of water
Explanation: Sucrose is a disaccharide composed of two monosaccharide units: glucose and fructose. Both exist in cyclic forms and are connected through a glycosidic bond involving their anomeric carbons. This structure makes sucrose a non-reducing sugar because it lacks a free aldehyde or ketone group. The glycosidic linkage prevents it from undergoing mutarotation. Sucrose plays an important role in plants as a Transport form of sugar and in humans as a dietary carbohydrate. Its structural arrangement provides stability and specific chemical behavior compared to other sugars. Understanding its composition helps in studying carbohydrate classification and reactivity.
Option c – A glucopyranose and a fructofuranose units
Benzyl amine is more …….. basic than aniline while ethyl amine is …… basic than diethyl amine ( Kendriya Vidyalaya Question Papersmcq )
(A) More, less
(B) Less, more
(C) Both
(D) None
Explanation: The basicity of amines depends on the availability of the lone pair on nitrogen for protonation. In aniline, the lone pair is delocalised into the aromatic ring through resonance, reducing its availability and making it less basic. In benzyl amine, this resonance effect is absent, so the lone pair remains localized on nitrogen, increasing basicity. In aliphatic amines like ethyl amine, electron-releasing alkyl groups increase electron density on nitrogen, enhancing basic strength. However, in diethyl amine, steric hindrance and solvation effects reduce effective protonation in aqueous medium. These combined electronic and steric factors influence relative basicity among different amines.
Explanation: Amines are nitrogen-containing Organic compounds that possess a lone pair of electrons on nitrogen, making them nucleophilic and basic. Due to this property, they can react with a wide range of chemical species. Amines commonly react with Acids to form ammonium Salts, with alkyl halides to form substituted amines, and with electrophiles due to their nucleophilic nature. Their reactivity depends on whether they are primary, secondary, or tertiary, as steric and electronic factors influence reaction pathways. This versatility makes amines important intermediates in Organic synthesis and industrial Chemistry.
Option d – All the above
On reduction of Schiff’s Base, we get ( Kendriya Vidyalaya Question Papersmcq )
(A) Primary amine
(B) Secondary amine
(C) Anils
(D) Anilide
Explanation: Schiff’s Bases are compounds containing a carbon–nitrogen double bond formed by condensation of aldehydes or ketones with primary amines. During reduction, this C=N double bond is converted into a single bond by addition of hydrogen. This process transforms the imine group into an amine group. The reaction proceeds through hydrogenation of the unsaturated bond, breaking the π bond and forming σ bonds. This conversion is widely used in Organic synthesis for preparing amines from carbonyl compounds via intermediate imine formation. It demonstrates functional group interconversion through reduction reactions.
Option b – Secondary amine
This compound does not respond to the carbylamine reaction
(A) Isopropylamine
(B) Diethylamine
(C) t-Butylamine
(D) Sec-Butylamine
Explanation: The carbylamine reaction is used to detect primary amines. It involves reaction of a primary amine with chloroform and alcoholic potassium hydroxide to form isocyanides, which have a strong foul smell. Compounds that lack a free –NH2 group do not undergo this reaction. Secondary and tertiary amines fail because they cannot form the required intermediate for isocyanide formation. The reaction is therefore specific to primary amines and is used as a qualitative test in Organic analysis. It helps distinguish primary amines from other nitrogen-containing compounds.
Option b – Diethylamine
Which reaction sequence would be best to prepare 3-chloroaniline from benzene? ( Kendriya Vidyalaya Question Papersmcq )
Explanation: Preparation of substituted anilines requires careful control of functional group introduction due to the directing effects of substituents on benzene. To obtain 3-chloroaniline, the sequence must ensure correct placement of substituents on the aromatic ring. Since the amino group is strongly activating and ortho/para directing, it must be introduced in a protected or reduced form after nitration and chlorination steps. The general strategy involves introducing a nitro group first, followed by chlorination, and then reduction to convert nitro to amino group. This controlled sequence ensures that substitution occurs at the correct position on the benzene ring. Understanding directing effects is essential in aromatic substitution Chemistry.
Option b – Nitration, chlorination, reduction
Aniline is identified by
(A) Kolbe’s reaction
(B) Riemer-Tiemann reaction
(C) Carbylamine reaction
(D) Haloform reaction
Explanation: Aniline is an aromatic amine that contains an –NH2 group directly attached to a benzene ring. Identification of aniline is based on characteristic reactions shown by primary aromatic amines. One important diagnostic reaction is the formation of phenyl isocyanide when treated with chloroform and alcoholic KOH, which produces a strong foul smell. This reaction is specific to primary amines due to the presence of at least one hydrogen Atom attached to nitrogen, which is necessary for the formation of the intermediate leading to isocyanide. Aromatic amines like aniline also show distinctive behavior in electrophilic substitution reactions due to activation of the benzene ring. However, in qualitative analysis, the carbylamine reaction is most commonly used for identification. It helps distinguish primary aromatic amines from secondary and tertiary amines, which do not give this reaction. This makes it an important test in organic qualitative analysis.
Option c – Carbylamine reaction
Nitrobenzene on further excessive nitration gives ( Kendriya Vidyalaya Question Papersmcq )
(A) sym-trinitrobenzene
(B) m-dinitrobenzene
(C) p-dinitrobenzene
(D) all of these
Explanation: Nitrobenzene is an aromatic compound where the nitro group is strongly electron-withdrawing, deactivating the benzene ring toward further electrophilic substitution. However, under strong nitrating conditions using a mixture of concentrated nitric and sulfuric Acids, further nitration becomes possible. The existing nitro group directs incoming substituents to the meta position due to its deactivating and meta-directing nature. As a result, successive nitration leads to the formation of multiple nitro groups on the benzene ring. The final product depends on reaction conditions, but continued substitution leads to highly nitrated benzene derivatives. These compounds are less reactive due to strong electron withdrawal but are important in studying aromatic substitution patterns and industrial applications such as explosives chemistry.
Option b – m-dinitrobenzene
Primary nitro compounds react with nitrous Acid to form nitrolic Acids which dissolve in NaOH giving
(A) yellow solution
(B) blue solution
(C) colorless solution
(D) red solution
Explanation: Primary nitro compounds contain the –NO2 group attached to a carbon that has at least one hydrogen atom. When treated with nitrous Acid, they form nitrolic Acids through a specific reaction pathway involving nitrosation and rearrangement. These nitrolic Acids are acidic in nature due to the presence of electron-withdrawing nitro groups. When dissolved in sodium hydroxide solution, they form Salts that are typically colored, indicating the formation of a conjugated system. This color change is used as a qualitative test to distinguish primary nitro compounds from secondary and tertiary ones. The reaction is important in organic analysis for identifying functional groups based on their chemical behavior with nitrous Acid.
Option d – red solution
Hinsberg’s reagent is ( Kendriya Vidyalaya Question Papersmcq )
(A) Diethyl oxalate
(B) Benzyl chloride
(C) Benzene sulphonyl chloride
(D) None of these
Explanation: Hinsberg’s reagent is benzene sulphonyl chloride, an important chemical used in the Hinsberg test for distinguishing primary, secondary, and tertiary amines. It reacts with amines under alkaline conditions to form sulphonamide derivatives. Primary amines form products that are soluble in alkali due to the presence of an acidic hydrogen, while secondary amines form insoluble sulphonamides. Tertiary amines do not react in the same way because they lack a hydrogen atom attached to nitrogen. This difference in reactivity allows clear identification and separation of different classes of amines. The reagent is widely used in qualitative organic analysis to study amine classification.
Option c – Benzene sulphonyl chloride
Aqueous Bromination of aniline gives:
(A) 2-Bromoaniline
(B) 4-Bromoaniline
(C) 2,4,6-Tribromoaniline
(D) 2,6-Dibromoaniline
Explanation: Aniline is a strongly activating aromatic compound due to the electron-donating effect of the amino group. When aniline is treated with bromine water, it undergoes rapid electrophilic substitution reactions on the benzene ring. The amino group directs substitution to the ortho and para positions, and because of strong activation, multiple substitutions occur easily. As a result, bromination proceeds to give a heavily substituted product where bromine atoms occupy all activated positions on the ring. This reaction is often used as a characteristic test for aniline due to the formation of a visible precipitate. The strong activation of the ring explains why substitution occurs readily without a catalyst.
Option c – 2,4,6-Tribromoaniline
Ethylamine reacts with carbon disulphide in the presence of mercuric chloride and gives the main product ( Kendriya Vidyalaya Question Papersmcq )
(A) Ethyl carbylamine
(B) Ethyl isonitrile
(C) Ethyl isothiocyanate
(D) Ethyl thiocyanide
Explanation: Ethylamine is a primary amine that can react with carbon disulphide to form intermediate compounds through nucleophilic attack on the electrophilic carbon atom of CS2. In the presence of mercuric chloride, the reaction is facilitated and leads to formation of dithiocarbamate-type derivatives or related sulfur-containing compounds. These reactions are important in Organic Chemistry for synthesizing compounds containing C–S bonds. The process involves addition followed by rearrangement and stabilization of sulfur-containing functional groups. Such reactions are useful in studying the reactivity of amines with heteroatom-containing reagents and demonstrate the nucleophilic nature of nitrogen in amines.
Option c – Ethyl isothiocyanate
Aqueous solution of methylamine will be
(A) Acidic
(B) Basic
(C) Neutral
(D) Amphoteric
Explanation: Methylamine is a simple aliphatic amine containing a nitrogen atom with a lone pair of electrons. In aqueous solution, it accepts a proton from water molecules due to its basic nature, forming methylammonium ions and hydroxide ions. This increases the concentration of hydroxide ions in solution, making it basic in nature. The basicity arises from the availability of the lone pair on nitrogen, which is not delocalised and is easily available for protonation. Aliphatic amines generally show stronger basicity compared to aromatic amines because of the electron-releasing effect of alkyl groups. This property explains the alkaline nature of aqueous methylamine solution.
Option b – Basic
Which one of the following tests can be used to identify the primary amino group in a given organic compound ( Kendriya Vidyalaya Question Papers MCQ )
Explanation: Primary amino groups can be identified using specific qualitative tests that depend on their unique reactivity. One such test involves reaction with chloroform and alcoholic potassium hydroxide, where primary amines produce isocyanides with a strong unpleasant smell. This reaction occurs only when nitrogen has at least one hydrogen atom attached, which is essential for intermediate formation. Secondary and tertiary amines do not give this reaction. This makes the test highly specific for primary amines. It is widely used in organic qualitative analysis to distinguish functional groups based on characteristic chemical behavior rather than physical properties.
Explanation: The basic strength of amines depends on the availability of the lone pair on nitrogen for protonation. In aromatic amines like aniline, the lone pair is delocalised into the benzene ring through resonance, reducing its availability. This makes aromatic amines significantly weaker Bases compared to aliphatic amines. In contrast, aliphatic amines have electron-donating alkyl groups that increase electron density on nitrogen, enhancing basicity. Therefore, among common amines, aromatic amines show the weakest basic character due to resonance stabilization of the lone pair, which reduces their ability to accept protons.
Option a – Aniline
If primary amines are treated with ketones, the product is ( Kendriya Vidyalaya Question Papers MCQ )
Explanation: Primary amines react with carbonyl compounds like ketones through nucleophilic addition followed by dehydration. The lone pair on nitrogen attacks the electrophilic carbonyl carbon, forming a carbinolamine intermediate. This intermediate then loses water under acidic or dehydrating conditions, resulting in the formation of a carbon–nitrogen double bond system. This type of compound is generally known for its characteristic imine functionality, where nitrogen is double bonded to carbon. The reaction is reversible under certain conditions, but removal of water drives the equilibrium forward. This transformation is important in organic synthesis because it provides a route to modify carbonyl compounds into nitrogen-containing derivatives. The process highlights the nucleophilic nature of amines and the electrophilic nature of carbonyl carbon, making it a fundamental reaction in carbon–nitrogen bond formation chemistry.
Option a – Urea
N, N-dimethyl acetamide is obtained in the reaction
(A) Acetyl chloride and methanamine
(B) Acetyl chloride and ethanamine
(C) Acetyl chloride and dimethylamine
(D) Acetyl chloride and diethylamine
Explanation: Amides are formed when acyl derivatives react with amines under suitable conditions. In this case, an acyl chloride reacts with a secondary amine containing two methyl groups attached to nitrogen. The lone pair on nitrogen attacks the carbonyl carbon of the acyl chloride, leading to substitution of the leaving group. This results in formation of an amide bond, where nitrogen becomes directly attached to the carbonyl carbon. The reaction proceeds through nucleophilic acyl substitution mechanism. The presence of two alkyl groups on nitrogen influences both steric and electronic properties of the product, making it more stable. This type of reaction is widely used in organic synthesis for preparing substituted amides, which are important in pharmaceuticals and polymer chemistry due to their stability and hydrogen Bonding behavior.
Option c – Acetyl chloride and dimethylamine
A compound of Molecular weight 180 g/mol is acetylated to give a compound of Molecular weight 390 g/mol. The number of amino groups in the compound are ( Kendriya Vidyalaya Question Papers MCQ )
(A) 2
(B) 4
(C) 5
(D) 6
Explanation: Acetylation is a reaction where an amino group reacts with an acetylating agent to form an amide, increasing Molecular weight due to addition of an acetyl group. Each amino group typically contributes a fixed increase in MolecularMass upon acetylation. By comparing the initial and final Molecular weights, the increase can be attributed to the number of reactive amino groups present in the compound. Since each –NH2 group reacts independently, the total Mass increase is proportional to the number of such groups. This method is commonly used in organic analysis to determine the number of amino groups in a compound by quantitative derivatization. It is based on stoichiometric changes rather than structural visualization, making it useful for unknown organic compounds.
Option c – 5
Propylamine reacts with nitrous Acid to form a relatively stable cation viz.
(A) Propyl diazonium ion
(B) Isopropyl carbocation
(C) Isopropyl diazonium ion
(D) Propyl carbonium ion
Explanation: Primary aliphatic amines react with nitrous Acid through diazotization followed by rapid decomposition. In the case of propylamine, the unstable diazonium intermediate breaks down quickly due to the instability of aliphatic diazonium ions. This leads to the formation of a carbocation intermediate. The stability of this intermediate depends on the structure of the alkyl group. In simple primary amines, the resulting carbocation is relatively unstable and may undergo rearrangement or further reactions depending on conditions. This reaction pathway is characteristic of aliphatic primary amines, where nitrogen is replaced by other groups through nitrogen loss. The process is important in understanding the reactivity difference between aliphatic and aromatic amines in nitrous Acid reactions.
Option b – Isopropyl carbocation
Which of the following does not form a sulfur compound with a primary amine ( Kendriya Vidyalaya Question Papers MCQ )
Explanation: Primary amines can react with several sulfur-containing reagents to form characteristic sulfur derivatives. For example, reagents like carbon disulfide and sulphonyl chlorides readily react with amines due to nucleophilic attack by nitrogen. However, some reagents do not participate in such sulfur-based transformations with primary amines because they lack the appropriate electrophilic sulfur center or reaction pathway. Reactions involving sulfur compounds generally depend on the presence of an activated sulfur atom capable of accepting electron density from nitrogen. If a reagent does not possess such reactivity, it will not form sulfur-containing derivatives with primary amines. This distinction is useful in identifying functional group compatibility in organic synthesis.
Explanation: Amines are nitrogen-containing organic compounds that show diverse chemical behavior depending on their classification as primary, secondary, or tertiary. They typically act as Bases due to the presence of a lone pair on nitrogen and form Salts with Acids. Primary amines can undergo specific reactions like carbylamine reaction, while secondary and tertiary amines do not show all such behaviors. Some statements about amines may appear similar but are chemically incorrect when they contradict fundamental reactivity patterns. For example, not all amines undergo reactions associated with primary amines, and certain transformations depend strictly on the presence of specific hydrogen atoms attached to nitrogen. Understanding structural requirements is essential for evaluating correctness of statements about amine chemistry.
Explanation: Decarboxylation is the removal of a carboxyl group as carbon dioxide from carboxylic Acids, often under heating conditions. Some highly nitrated aromatic carboxylic Acids can produce unstable intermediates upon decarboxylation. These intermediates may decompose rapidly and release large amounts of energy due to the presence of multiple electron-withdrawing nitro groups. Such compounds are structurally unstable when CO2 is removed, leading to rapid decomposition. The presence of strong nitro substitution increases the tendency for explosive breakdown because of high internal strain and oxygen balance within the Molecule. This behavior is studied in aromatic chemistry and energetic materials due to its relevance in explosives and safety considerations.
Option a – 2,4, 6-Trinitrobenzoic acid
Aniline is purified by:
(A) Azeotropic distillation
(B) Steam distillation
(C) Distillation in the presence of magnesium
(D) Fractional distillation
Explanation: Aniline is an aromatic amine that often contains impurities such as tarry substances or related aromatic compounds. Purification methods depend on its physical and chemical properties. One effective method is based on steam distillation, which works because aniline is volatile with steam despite its relatively high boiling point. During steam distillation, aniline co-distils with water vapour and separates from non-volatile impurities. This technique is commonly used for purification of organic compounds that are Heat-sensitive or immiscible with water. It allows separation without decomposition of the compound. Understanding purification methods is important in Organic Chemistry for obtaining pure samples for further reactions and analysis.
Option b – Steam distillation
Aniline on treatment with bromine water yields a white precipitate of ( Kendriya Vidyalaya Question Papers MCQ )
(A) o-Bromoaniline
(B) p-Bromonailine
(C) 2, 4, 6-Tribromoaniline
(D) m-Bromoaniline
Explanation: Aniline is a strongly activating aromatic compound because the amino group donates electron density into the benzene ring through resonance. When aniline is treated with bromine water, electrophilic substitution occurs very rapidly at the activated ortho and para positions of the ring. Due to the high activation, substitution does not stop at mono-bromination; instead, multiple bromine atoms enter the ring. This leads to formation of a heavily substituted aromatic product that is poorly soluble in water and appears as a white precipitate. The reaction is so fast that it is often used as a characteristic test for aniline. The strong activating effect of –NH2 ensures that substitution occurs without the need for a catalyst, unlike benzene. This behavior highlights how substituents influence reactivity and orientation in electrophilic aromatic substitution reactions.
Option c – 2, 4, 6-Tribromoaniline
Which of the following is the most basic:
(A) Aniline
(B) o-Nitroaniline
(C) m-Nitroaniline
(D) p-Nitroaniline
Explanation: Basicity of amines depends on the availability of the lone pair on nitrogen for proton acceptance. In aliphatic amines, alkyl groups donate electron density through inductive effect, increasing electron density on nitrogen and enhancing basic strength. In aromatic amines, the lone pair is delocalised into the benzene ring through resonance, reducing its availability and making them weaker Bases. Additionally, steric and solvation effects also influence basicity in solution. The most basic amines are usually those where electron donation is strong and resonance withdrawal is absent. Among substituted amines, those with stronger electron-releasing groups and minimal steric hindrance show higher basicity. Understanding these effects is essential for comparing basic strength across different nitrogen-containing compounds.
Option a – Aniline
The lowest boiling point will be of the compound ( Kendriya Vidyalaya Question Papers MCQ )
(A) Ethylamine
(B) Ethylmethylamine
(C) 1-propanamine
(D) N, N-dimethylmethanamine
Explanation: Boiling point in amines depends on Molecular weight, hydrogen Bonding, and intermolecular interactions. Primary and secondary amines can form hydrogen bonds due to the presence of N–H bonds, leading to higher boiling points. Tertiary amines, however, lack N–H bonds and cannot form intermolecular hydrogen Bonding as effectively. As a result, they have weaker intermolecular attractions and generally lower boiling points compared to primary and secondary amines of similar MolecularMass. Branching in the carbon chain also reduces surface area, further lowering boiling point. Therefore, compounds with more branching and no hydrogen Bonding capability tend to have the lowest boiling points among similar amines.
Explanation: Ethylamine is a small aliphatic amine that contains a nitrogen atom with a lone pair of electrons and an N–H bond. In water, it can form strong hydrogen bonds with water molecules due to interaction between nitrogen and hydrogen/oxygen atoms. Additionally, ethylamine can accept a proton from water to form ammonium ions, increasing its interaction with the aqueous medium. These interactions significantly enhance its solubility in water. Lower Molecular weight also contributes to better solubility, but hydrogen Bonding is the dominant factor. The ability of amines to interact with water through both hydrogen Bonding and acid–Base interaction explains their good solubility in aqueous systems.
The lowest boiling point will be of the compound ( Kendriya Vidyalaya Question Papers MCQ )
(A) Ethylamine
(B) Ethylmethylamine
(C) 1-Propaneamine
(D) N,N-Dimethylmethanamine
Explanation: Boiling points of amines are influenced by intermolecular forces such as hydrogen bonding, dipole–dipole interactions, and van der Waals forces. Primary amines have two hydrogen atoms on nitrogen and form strong hydrogen bonding networks, resulting in higher boiling points. Secondary amines form slightly fewer hydrogen bonds, while tertiary amines cannot form hydrogen bonds through nitrogen due to absence of N–H bonds. Additionally, branching reduces surface area and weakens dispersion forces. Therefore, highly branched tertiary amines generally exhibit the lowest boiling points among comparable amines. The balance between hydrogen bonding capability and Molecular structure determines volatility in these compounds.
Option a – Ethylamine
The odor of alkyl cyanides is similar to –
(A) Bitter almonds
(B) Acid
(C) Fruity smell
(D) None
Explanation: Alkyl cyanides, also known as nitriles, contain the –C≡N functional group. These compounds are volatile and often have a characteristic smell. Their odor is commonly described as similar to bitter almonds due to the presence of the cyanide functional group. This smell arises from their ability to release trace amounts of hydrogen cyanide-like character under certain conditions. The nitrile group contributes to a sharp, penetrating odor that is easily recognizable. Such olfactory properties are used in Organic Chemistry as a qualitative indicator of nitrile compounds. However, due to toxicity concerns, handling of cyanides requires careful safety precautions.
Option a – Bitter almonds
Which of the following compounds gives the smell of mustard oil ( Kendriya Vidyalaya Question Papers MCQ )
(A) Alkyl isocyanate
(B) Alkyl isothiocyanate
(C) Alkyl isocyanide
(D) Alkyl isonitrile
Explanation: Mustard oil smell is characteristic of compounds containing the isothiocyanate functional group (–N=C=S). These compounds are formed from reactions of primary amines with carbon disulfide followed by rearrangement. The resulting alkyl isothiocyanates are volatile and have a pungent odor similar to mustard oil. This reaction is important in Organic Chemistry as it helps identify primary amines through formation of sulfur-containing derivatives. The strong smell is due to the presence of the N=C=S group, which is highly reactive and volatile. Such compounds are also known as mustard oils due to their characteristic odor profile.
Option b – Alkyl isothiocyanate
The basic character of amines can be explained
(A) In terms of Lewis and Arrhenius concept
(B) In terms of Lowry and Bronsted concept
(C) In terms of Lewis and Lowry Bronsted concept
(D) Only by Lewis concept
Explanation: The basicity of amines is explained using concepts from acid–Base theories. According to Lewis theory, amines act as electron pair donors due to the lone pair on nitrogen. According to Brønsted–Lowry theory, they act as proton acceptors. These two theories together explain their basic nature in different chemical environments. The availability of the lone pair determines their ability to accept protons or form coordinate bonds. Electronic effects such as inductive donation and resonance also influence basicity. Alkyl groups increase basicity by donating electron density, while resonance delocalisation decreases it. Thus, both structural and theoretical factors contribute to understanding amine basicity.
Option c – In terms of Lewis and Lowry Bronsted concept
The number of resonating structures of anilinium ion is ( Kendriya Vidyalaya Question Papers MCQ )
(A) 2
(B) 3
(C) 4
(D) 5
Explanation: Anilinium ion is formed when aniline accepts a proton on nitrogen. In this ion, the positive charge is localized on nitrogen and does not participate in resonance with the aromatic ring because the lone pair is no longer available. Unlike aniline, where resonance occurs due to the free lone pair, the anilinium ion lacks this delocalisation. Therefore, resonance structures are significantly limited compared to the neutral form. The absence of electron donation into the ring affects stability and reactivity. Understanding resonance behavior is important in comparing stability of related aromatic species and explaining differences in their chemical properties.
Option a – 2
Hydrolysis of benzonitrile gives
(A) benzylamine
(B) aniline
(C) benzoic acid
(D) benzene
Explanation: Benzonitrile contains a –C≡N group directly attached to a benzene ring. During hydrolysis, the nitrile group reacts with water under acidic or basic conditions. The reaction proceeds through intermediate formation of an amide, which further undergoes hydrolysis to form a carboxylic acid. This stepwise conversion involves addition of water across the carbon–nitrogen triple bond followed by bond cleavage and rearrangement. The carbon atom of the nitrile is ultimately oxidised to a carboxyl carbon while nitrogen is released as ammonium species in acidic medium or ammonia in basic medium. This transformation is important in Organic Chemistry as it provides a standard route for converting nitriles into carboxylic acids. It also highlights the reactivity of the nitrile functional group in hydrolytic conditions and its role in functional group interconversion.
Option c – benzoic acid
Butane nitrile may be prepared by heating ( Kendriya Vidyalaya Question Papers MCQ )
Explanation: Nitriles can be prepared through nucleophilic substitution reactions involving alkyl halides and cyanide ions. When a primary alkyl halide is heated with potassium cyanide, the cyanide ion acts as a nucleophile and replaces the halogen atom. This results in the formation of a carbon–carbon bond, extending the carbon chain by one unit. The reaction is carried out under heating conditions to facilitate substitution. The mechanism follows an SN2 pathway, where backside attack by cyanide ion occurs on the electrophilic carbon. This method is widely used in organic synthesis because it allows chain lengthening and introduction of the nitrile functional group, which can later be converted into other functional groups like acids or amines.
Option d – propyl chloride with KCN
Gabriel phthalimide reaction is used for the preparation of
(A) primary aromatic amines
(B) secondary amines
(C) primary aliphatic amines
(D) tertiary amines
Explanation: The Gabriel phthalimide reaction is a synthetic method used to prepare primary amines in a controlled and selective manner. In this reaction, phthalimide is converted into its potassium Salt, which then undergoes alkylation with an alkyl halide. After substitution, the N-alkyl phthalimide is hydrolysed or treated with hydrazine to release the amine. This method is specifically designed to avoid formation of secondary and tertiary amines, which often occur in direct alkylation of ammonia. The reaction is particularly useful for preparing primary aliphatic amines with high purity. It proceeds through nucleophilic substitution followed by cleavage of the imide structure.
Option c – primary aliphatic amines
Which of the following is not an explosive? ( Kendriya Vidyalaya Question Papers MCQ )
(A) Nitroglycerine
(B) o-Aminotoluene
(C) Dynamite
(D) Trinitrotoluene
Explanation: Explosives are compounds that release a large amount of energy rapidly due to decomposition or redox reactions. Nitro compounds like nitroglycerine and trinitrotoluene are well-known explosives because of their high oxygen content and unstable molecular structures. However, not all aromatic or nitrogen-containing compounds have explosive properties. Some compounds, despite having functional groups similar to explosive materials, are stable under normal conditions and do not undergo rapid decomposition. Stability depends on molecular structure, bond strength, and presence of strongly electron-withdrawing groups. Compounds lacking such instability or oxygen imbalance do not exhibit explosive behavior. This distinction is important in classifying energetic materials in Organic Chemistry.
Option b – o-Aminotoluene
Reduction of acetaldoxime gives:
(A) Ethylamine
(B) Acetaldehyde
(C) Dimethylamine
(D) Methylcarbamide
Explanation: Oximes are compounds formed from the reaction of aldehydes or ketones with hydroxylamine. Acetaldoxime is derived from acetaldehyde. When reduced, the carbon–nitrogen double bond in the oxime is converted into a single bond by addition of hydrogen. This transformation results in the formation of a primary amine. The mechanism involves stepwise hydrogenation of the C=N bond. Reduction of oximes is an important method in organic synthesis for preparing amines from carbonyl compounds indirectly. It demonstrates functional group interconversion and the versatility of nitrogen-containing intermediates in synthetic chemistry.
Option a – Ethylamine
Mendius reaction involves the reduction of ( Kendriya Vidyalaya Question Papers MCQ )
(A) Cyanoalkanes
(B) Alkyl isocyanides
(C) Oximes
(D) Nitroalkanes
Explanation: The Mendius reaction is a classical method used to reduce nitriles into primary amines. In this process, nitrile compounds are treated with reducing agents such as sodium and Alcohol or other suitable hydrogen sources. The carbon–nitrogen triple bond undergoes stepwise reduction, first forming an imine intermediate and then converting into a primary amine. This reaction is important because it provides a direct route from nitriles to amines, allowing functional group transformation while preserving the carbon skeleton. It is widely used in synthetic Organic Chemistry for preparing amines from simple nitrile precursors.
Option a – Cyanoalkanes
Gabriel’s reaction to the synthesis of amines involves the use of:
(A) 1° amide
(B) 2° amide
(C) Cyclic imide
(D) Aliphatic amide
Explanation: Gabriel synthesis is a method for preparing primary amines using phthalimide as the starting material. The key reagent involved is cyclic imide (phthalimide), which forms a stable potassium Salt that can undergo alkylation. After alkylation, the intermediate is hydrolysed or cleaved to release the primary amine. The use of cyclic imide prevents over-alkylation, ensuring formation of only primary amines. This makes the method highly selective compared to direct alkylation of ammonia. The reaction involves nucleophilic substitution followed by hydrolytic cleavage of the imide structure.
Option c – Cyclic imide
Ethylamine can be prepared by all except ( Kendriya Vidyalaya Question Papers MCQ )
(A) Curtius reaction
(B) Hofmann reaction
(C) Mendius reaction
(D) Reduction of formaldoxime
Explanation: Ethylamine can be synthesized through several methods involving reduction or substitution reactions. Common routes include reduction of nitriles, Curtius rearrangement, and other amine-forming reactions. However, not all reactions lead to ethylamine formation. Some methods produce different types of amines or unrelated products depending on the starting material and reaction pathway. The key idea is that only reactions that maintain or appropriately modify the carbon skeleton of ethyl groups can produce ethylamine. Methods that alter the carbon chain structure or produce different functional groups will not yield ethylamine. Understanding reaction selectivity is essential in synthetic Organic Chemistry.
Option d – Reduction of formaldoxime
Which of the following methods is generally not employed for the separation of primary, secondary, and tertiary amines?
(A) Fractional distillation
(B) Hinsberg’s method
(C) Hofmann’s method
(D) Filtration
Explanation: Separation of amines is commonly done using chemical methods that exploit differences in reactivity, such as Hinsberg’s method, which differentiates amines based on their reaction with sulphonyl chloride. Fractional distillation can sometimes be used if boiling point differences are significant. However, some methods are not suitable because they do not provide selective differentiation among the three classes of amines. Filtration, for example, is not effective for separating amines because all amines are typically soluble or form similar phases under reaction conditions. Effective separation requires chemical differentiation rather than simple physical separation techniques.
Option d – Filtration
The chain isomer of butanal is
(A) 2-methyl propan-1-ol
(B) 2-methyl propan-1-al
(C) 2-methyl butan-1-ol
(D) 2-methyl butanal
Explanation: Chain isomerism occurs when compounds have the same molecular formula but different carbon skeleton arrangements. Butanal is an aldehyde with a straight four-carbon chain. Its chain isomer must have the same molecular formula but a branched carbon structure while retaining the aldehyde functional group. This involves rearrangement of the carbon skeleton without changing the functional group. Such isomers differ in physical and chemical properties due to changes in branching, which affect boiling point, solubility, and reactivity. Chain isomerism is an important concept in structural Organic Chemistry for understanding molecular diversity.
Option b – 2-methyl propan-1-al
Propionaldehyde and acetone are
(A) Chain isomers
(B) Position isomers
(C) Functional isomers
(D) Tautomers
Explanation: Propionaldehyde and acetone both have the same molecular formula but differ in the functional group present. One contains an aldehyde group (–CHO), while the other contains a ketone group (>C=O). This difference in functional groups leads to distinct chemical behavior even though the molecular formula is identical. Such compounds belong to a category where structural variation arises due to functional group differences rather than changes in carbon skeleton or position. These variations significantly influence reactivity, especially in oxidation and addition reactions, because aldehydes are generally more reactive than ketones. Understanding this type of relationship helps in distinguishing compounds based on functional group chemistry and reaction patterns in organic analysis.
Explanation: Tautomerism is a dynamic equilibrium between two interconvertible structures that differ mainly in the position of a proton and a double bond. In carbonyl compounds like acetaldehyde, tautomerism occurs between the keto form and an enol form. The enol form contains a carbon–carbon double bond and a hydroxyl group, resulting from migration of a hydrogen atom from the alpha carbon to the oxygen atom. Although the keto form is generally more stable, the enol form exists in small amounts and plays an important role in certain reactions such as halogenation and aldol reactions. This equilibrium is important in understanding the reactivity of carbonyl compounds in Organic Chemistry.
Option d – Vinyl alcohol
Select the correct IUPAC name for salicylic acid
(A) 2-methyl benzoic acid
(B) 2-hydroxy benzoic acid
(C) 2-hydroxy butanedioic acid
(D) Hexanedioic acid
Explanation: Salicylic acid is an aromatic compound containing both a carboxylic acid group and a hydroxyl group attached to a benzene ring. The correct systematic naming follows IUPAC rules where the carboxylic acid group takes priority in numbering the parent benzene structure. The hydroxyl group is treated as a substituent on the aromatic ring. Based on positional arrangement, the hydroxyl group is located adjacent to the carboxyl group on the benzene ring. This positional relationship determines its systematic name. Understanding functional group priority and numbering rules is essential in IUPAC nomenclature for correctly identifying organic compounds.
Option b – 2-hydroxy benzoic acid
From Goat, the substance obtained is
(A) Caproic acid
(B) Carbolic acid
(C) Valeric acid
(D) Butyric acid
Explanation: Certain organic acids are naturally obtained from biological sources, including Animal fats and milk products. These compounds often have characteristic odours and are named based on their natural origin. One such compound is a short-chain carboxylic acid that is commonly associated with the smell of rancid butter or Animal-derived products. These acids are formed through breakdown of fats and proteins in biological systems. Their presence is important in organic chemistry and biochemistry because they illustrate naturally occurring carboxylic acids with distinct sensory properties. The identification of such compounds is often based on their characteristic smell and source of extraction.
Option a – Caproic acid
Aliphatic tricarboxylic acid is
(A) Citric acid
(B) Phthalic acid
(C) Tartaric acid
(D) Oxalic acid
Explanation: Aliphatic tricarboxylic acids are organic compounds containing three carboxyl groups attached to an open-chain carbon skeleton. These acids are highly polar and show strong acidity due to the presence of multiple –COOH groups. The electron-withdrawing effect of each carboxyl group increases the acidity of the Molecule. Such compounds are important in biochemistry and industrial chemistry due to their ability to form multiple hydrogen bonds and participate in complex reactions. They also play roles in metabolic pathways and chelation chemistry. The presence of three acidic groups makes them significantly different from mono- and dicarboxylic acids in terms of chemical behavior.
Option a – Citric acid
Pentan-2-one and 3-methyl butan-2-one are
(A) Functional isomers
(B) Optical isomers
(C) Chain isomers
(D) Metamers
Explanation: These compounds have the same molecular formula but differ in the arrangement of the carbon skeleton. One has a straight-chain structure while the other contains a branched chain. Such structural variation without change in functional group is an example of chain isomerism. Both compounds contain a ketone functional group at the second carbon position, but the branching in one structure alters its physical properties such as boiling point and density. Chain isomers are important in organic chemistry because they show how molecular structure influences chemical and physical behavior even when the functional group remains unchanged.
Option c – Chain isomers
The enolic form of acetone contains
(A) 9 sigma bonds, 2 pi bonds, and 1 lone pair
(B) 10 sigma bonds, 1 pi bond, and 1 lone pair
(C) 8 sigma bonds, 2 pi bonds, and 2 lone pairs
(D) 9 sigma bonds, 1 pi bond, and 2 lone pairs.
Explanation: Acetone undergoes tautomerism to form a small amount of its enol form. In this enol structure, one of the alpha hydrogens shifts to the oxygen atom, forming a hydroxyl group while creating a carbon–carbon double bond. This results in a structure containing both a double bond and an –OH group. The enolic form is generally less stable than the keto form due to weaker carbonyl bond stabilization. However, it plays an important role in certain chemical reactions such as halogenation and condensation reactions. The presence of sigma and pi bonds along with lone pairs determines the structural composition of this tautomeric form.
Option d – 9 sigma bonds, 1 pi bond, and 2 lone pairs
A functional isomer of ethanoic acid is
(A) Methyl methanoate
(B) Methyl ethanoate
(C) Ethyl formate
(D) Ethyl acetate
Explanation: Functional isomerism occurs when compounds have the same molecular formula but different functional groups. Ethanoic acid contains a carboxylic acid functional group. Its functional isomer must therefore contain a different functional group while maintaining the same molecular formula. Esters are common functional isomers of carboxylic acids because they share the same molecular formula but differ in functional group arrangement. This difference leads to distinct chemical properties such as odor, reactivity, and boiling point. Functional isomerism is an important concept in organic chemistry for understanding how structure affects chemical behavior.
Option a – Methyl methanoate
Methyl ethanoate and ethyl methanoate are
(A) Metamers
(B) Tautomers
(C) Functional isomers
(D) Chain isomers
Explanation: These compounds are esters that have the same molecular formula but differ in the distribution of carbon atoms on either side of the ester functional group. This type of isomerism is known as metamerism, where compounds differ in the alkyl groups attached to the same functional group. Both compounds contain an ester linkage, but the arrangement of alkyl groups varies, leading to differences in physical and chemical properties. Metamerism is commonly observed in compounds with divalent functional groups such as Ethers, esters, and amines. It highlights how structural variation within the same functional group affects molecular behavior.
Option a – Metamers
3-Hydroxypropanal functional isomer is
(A) Propionic acid
(B) 1-Hydroxy propan-2-one
(C) 3-Hydroxy propionate
(D) Ethyl methyl ketone
Explanation: Functional isomerism occurs when compounds share the same molecular formula but differ in the functional group present. 3-Hydroxypropanal contains both an aldehyde group and a hydroxyl group in the same Molecule. A functional isomer of such a compound must have the same molecular formula but a different functional group arrangement. In organic chemistry, aldehydes often show functional isomerism with ketones, Alcohols, or acids depending on structural rearrangement. This concept is important because even small changes in functional groups lead to significant differences in chemical reactivity, oxidation behavior, and physical properties. Functional isomers help illustrate how molecular structure governs chemical identity and reaction pathways in organic compounds.
Option b – 1-Hydroxy propan-2-one
Select the correct IUPAC name of n-butyrophenone
(A) 1-phenyl butan-1-one
(B) Phenyl-n-propyl ketone
(C) Cinnamaldehyde
(D) Vanillin
Explanation: Ketones containing an aromatic ring and an aliphatic chain are named based on IUPAC rules where the carbonyl carbon is given priority in numbering. In such compounds, the parent structure is chosen based on the longest carbon chain containing the carbonyl group or the aromatic system, depending on substitution. The phenyl group acts as a substituent when attached to an aliphatic ketone chain. Proper naming requires identifying the correct parent chain and assigning the carbonyl group the lowest possible number. This systematic approach ensures consistency in naming complex organic molecules and helps distinguish between structurally similar ketones in aromatic–aliphatic systems.
Option a – 1-phenyl butan-1-one
m-toluic acid and p-toluic acid are
(A) Chain isomers
(B) Functional isomers
(C) Tautomers
(D) Position isomers
Explanation: Aromatic compounds with substituents on a benzene ring can exhibit positional isomerism when the functional groups remain the same but their relative positions differ. In toluic acids, both compounds contain a methyl group and a carboxylic acid group attached to a benzene ring. The difference lies in the relative positions of these substituents on the ring structure. Such positional changes significantly affect physical properties like melting point and boiling point due to differences in symmetry and molecular packing. Positional isomerism is an important concept in aromatic chemistry as it explains how spatial arrangement influences chemical behavior without altering molecular formula.
Option d – Position isomers
Diethyl ketone and methyl n-propyl ketone are
(A) Chain isomers.
(B) Optical isomers
(C) Metamers
(D) Tautomers
Explanation: Ketones can exhibit metamerism when they have the same molecular formula but different alkyl groups on either side of the carbonyl group. In these compounds, the carbonyl group remains unchanged, but the distribution of carbon chains differs. One ketone contains two ethyl groups, while the other contains a methyl group and a propyl group. This variation leads to differences in boiling point, solubility, and reactivity, even though the functional group is identical. Metamerism is commonly observed in functional groups like ketones, Ethers, and amines, where different alkyl arrangements around a divalent atom or group result in structural diversity.
Option c – Metamers
The oxidation product of pentan-2-ol is
(A) Valeraldehyde
(B) Diethyl ketone
(C) Methyl n-propyl ketone
(D) Pentan-3-one
Explanation: Secondary Alcohols undergo oxidation to form ketones. In this process, the hydroxyl-bearing carbon loses hydrogen atoms and forms a carbonyl group. Pentan-2-ol is a secondary alcohol, so upon oxidation, it is converted into a corresponding ketone. The reaction does not proceed further to carboxylic acids under mild conditions because ketones are relatively resistant to oxidation. This transformation is an important reaction in organic chemistry as it demonstrates the conversion of alcohol functional groups into carbonyl compounds. The nature of the product depends on whether the alcohol is primary, secondary, or tertiary.
Explanation: Ozonolysis is a reaction where ozone cleaves carbon–carbon double bonds in unsaturated compounds. When alkenes undergo ozonolysis followed by reductive workup, the double bond is broken and carbonyl compounds are formed. If the substituents on the double bond are hydrogen-containing groups, aldehydes (alkanals) are produced. The reaction proceeds through formation of ozonides, which are then decomposed to yield carbonyl products. This method is widely used for determining the position of double bonds in organic molecules. It highlights the importance of oxidative cleavage in structural analysis of unsaturated compounds.
Option a – Alkene
Propanone is obtained by the decomposition of ozonide of
(A) Isobutylene
(B) 2-Methyl but-2-ene
(C) 3,4-Dimethyl hex-3-ene
(D) 2,3-Dimethyl but-2-ene
Explanation: Ozonides are intermediate compounds formed during ozonolysis of alkenes. When these ozonides undergo decomposition, they break down into carbonyl compounds such as aldehydes and ketones depending on the structure of the original alkene. In cases where the carbon–carbon double bond is symmetrically substituted or contains alkyl groups on both carbons, ketones like propanone are formed. The reaction involves oxidative cleavage of the double bond followed by rearrangement of oxygen atoms. This process is useful in organic chemistry for identifying structural features of alkenes and synthesizing carbonyl compounds.
Option d – 2,3-Dimethyl but-2-ene
Ethanal is prepared by ozonolysis of
(A) But-1-ene
(B) But-2-ene
(C) 2-Methyl prop-1-ene
(D) Ethene
Explanation: Ozonolysis of alkenes involves cleavage of carbon–carbon double bonds using ozone, followed by decomposition of the ozonide intermediate. When the starting alkene contains terminal double bonds or specific substitution patterns, the cleavage results in formation of aldehydes such as ethanal. The reaction is typically carried out under reductive conditions to prevent further oxidation of aldehydes to acids. This method is widely used in organic chemistry to break down unsaturated Hydrocarbons into smaller carbonyl compounds and to determine the structure of the original alkene.
Option c – 2-Methyl prop-1-ene
Alkyne produce alkanal on hydration is
(A) Acetylene
(B) Propyne
(C) Dimethyl acetylene
(D) Ethyl acetylene
Explanation: Hydration of alkynes involves addition of water across a carbon–carbon triple bond in the presence of acidic catalysts. The reaction first forms an unstable enol intermediate, which rapidly undergoes tautomerisation to produce a carbonyl compound. In the case of terminal alkynes, this process results in aldehydes (alkanals). The reaction proceeds through Markovnikov addition, where water adds in a specific orientation determined by the stability of intermediates. This transformation is important in organic synthesis for converting unsaturated Hydrocarbons into useful carbonyl compounds.
Option a – Acetylene
Propanone is the hydration product of
(A) Ethene
(B) Propene
(C) Propyne
(D) But-2-yne
Explanation: Hydration of alkynes involves addition of water across a carbon–carbon triple bond in the presence of acidic catalysts and often mercuric ions. The reaction first forms an unstable enol intermediate, which rapidly rearranges through tautomerism to give a more stable carbonyl compound. In this process, the position of addition follows Markovnikov orientation, leading to the formation of a ketone when the triple bond is internal or symmetrically substituted. The enol form cannot persist due to instability of the carbon–carbon double bond adjacent to a hydroxyl group, so it converts immediately into the keto form. This transformation is widely used in organic synthesis because it provides a reliable method for preparing ketones from unsaturated Hydrocarbons. The reaction demonstrates the importance of tautomerism and electrophilic addition in carbon–carbon multiple bond chemistry.
Option c – Propyne
Dimethyl acetylene on hydration produces
(A) Butyraldehyde
(B) Ethyl methyl ketone
(C) Sec. butyl alcohol
(D) 2-Methyl propanal
Explanation: Hydration of alkynes involves electrophilic addition of water across a carbon–carbon triple bond under acidic conditions, often in the presence of a catalyst. The reaction initially forms an enol intermediate, which is unstable due to the presence of a hydroxyl group attached to a double-bonded carbon. This intermediate rapidly undergoes tautomerisation to form a stable carbonyl compound. In symmetrical or substituted alkynes like dimethyl acetylene, the final product is a ketone due to the nature of substitution on both carbon atoms of the triple bond. The process highlights the general rule that hydration of alkynes leads to carbonyl compounds through enol–keto tautomerism. This reaction is important in synthetic organic chemistry for producing ketones from unsaturated Hydrocarbons.
Option b – Ethyl methyl ketone
The stable hydrolysis product of isopropylidene hydrogen sulfate is
(A) Propan-1-ol
(B) Propyne
(C) Propan-1-al
(D) Propan-2-one
Explanation: Organosulfate esters undergo hydrolysis when treated with water, leading to cleavage of the carbon–oxygen–sulfur bond. In the case of isopropylidene hydrogen sulfate, hydrolysis results in the formation of a stable oxygenated organic compound along with sulfuric acid derivatives. The reaction proceeds through nucleophilic attack by water on the sulfur atom, breaking the ester linkage. The resulting organic product depends on the structure of the original sulfate ester, but typically yields a carbonyl or alcohol-containing compound depending on rearrangement possibilities. Such hydrolysis reactions are important in organic chemistry for converting sulfate esters into more stable functional groups.
Option d – Propan-2-one
Dehydrogenation product of sec. butyl alcohol is
(A) Valeraldehyde
(B) Butyric acid
(C) Butanone
(D) But-2-ene
Explanation: Dehydrogenation is a reaction in which hydrogen atoms are removed from an organic compound, usually in the presence of Heat and metal catalysts. Secondary Alcohols undergo dehydrogenation to form ketones. In this process, the hydroxyl-bearing carbon loses one hydrogen atom while the adjacent carbon also loses hydrogen, resulting in formation of a carbonyl group. Secondary butyl alcohol specifically yields a ketone upon dehydrogenation because the alcohol carbon is bonded to two other carbon atoms. This transformation is important in industrial chemistry for producing ketones from Alcohols using catalytic oxidation processes. The reaction highlights the relationship between alcohol oxidation state and carbonyl formation.
Option c – Butanone
Which of the following compound reacts with phenyl magnesium bromide and formed product on acid hydrolysis gives
(A) Benzonitrile
(B) Pent-3-en nitrile
(C) 2-Phenyl ethane nitrile
(D) 3-Phenyl propane
Explanation: Grignard reagents such as phenyl magnesium bromide are strong nucleophiles that react with electrophilic carbon centers like carbonyl or nitrile groups. When they react with suitable functional groups, they form intermediate magnesium complexes. Upon acid hydrolysis, these intermediates yield Alcohols or related compounds depending on the starting functional group. The reaction involves nucleophilic addition to a polar multiple bond followed by protonation. This transformation is widely used in organic synthesis to form carbon–carbon bonds, allowing extension of carbon skeletons. The nature of the final product depends on the type of electrophilic compound initially present.
Option a – Benzonitrile
Chromium complex, prepared from methyl benzene and chromyl chloride on hydrolysis gives
(A) Methyl phenyl ketone
(B) Benzoic acid
(C) Benzaldehyde
(D) Salicylic acid
Explanation: The reaction of methyl-substituted benzene with chromyl chloride is known as the Etard reaction. In this process, the methyl group attached to the aromatic ring is selectively oxidised through formation of a chromium complex intermediate. Upon hydrolysis of this intermediate, the side chain is converted into an aldehyde group while retaining the aromatic ring structure. This reaction is highly useful because it allows controlled oxidation without over-oxidation to carboxylic acids. The mechanism involves formation of a complex followed by hydrolytic cleavage to yield the final aldehyde product. This transformation is important in aromatic chemistry for selective functional group modification.
Option c – Benzaldehyde
Preparation of benzaldehyde from toluene using chromyl chloride is …… reaction.
(A) Esterification
(B) Reduction
(C) Hydrolysis
(D) Oxidation
Explanation: The conversion of methyl-substituted benzene into benzaldehyde using chromyl chloride involves selective oxidation of the side chain. This reaction proceeds through formation of a chromium-containing intermediate complex that binds to the methyl group. Upon hydrolysis, the intermediate decomposes to give the aldehyde functional group attached to the benzene ring. The process avoids complete oxidation to carboxylic acid, making it a controlled oxidation method. This reaction is important in aromatic chemistry because it allows selective transformation of alkyl side chains into aldehydes without disturbing the aromatic system. The mechanism is based on electrophilic interaction with the benzylic position followed by oxidative cleavage.
Option d – Oxidation
A mixture of carbon monoxide and hydrochloric acid when passed through solution of benzene in Ether containing An.aluminium trichloride gives
(A) Carbolic acid
(B) Benzene carboxylic acid
(C) Bromobenzene
(D) Benzene carbaldehyde
Explanation: This reaction is an example of electrophilic substitution on aromatic rings under Friedel–Crafts type conditions. Carbon monoxide and hydrogen chloride in the presence of a Lewis acid catalyst generate a highly electrophilic species capable of attacking the benzene ring. The aromatic system undergoes substitution at a hydrogen atom, leading to the introduction of a formyl group. The process involves formation of an intermediate complex with the catalyst, followed by rearrangement and hydrolysis to yield the final aldehyde product. This reaction is widely used in aromatic chemistry for introducing carbonyl groups onto benzene rings in a controlled manner.
Option d – Benzene carbaldehyde
Alkyl cyanides treated with alkyl magnesium halide gives addition complex which on hydrolysis
Explanation: Alkyl cyanides contain a highly polar carbon–nitrogen triple bond, making the carbon atom electrophilic. When reacted with Grignard reagents such as alkyl magnesium halides, nucleophilic addition occurs at the nitrile carbon, forming a magnesium imine intermediate. Upon hydrolysis, this intermediate is converted into a carbonyl compound due to rearrangement and protonation steps. The reaction is an important method for synthesizing ketones in organic chemistry because it allows formation of new carbon–carbon bonds while retaining functional group transformation capability. The mechanism involves addition followed by hydrolytic cleavage to produce stable carbonyl compounds.
Option c – Ketones
Ethanal is not prepared from
(A) Formonitrile + G.R.
(B) Ethylidene dichloride by hydrolysis
(C) Acetonitrile by Stephen’s reaction
(D) Ethen-1-nitrile
Explanation: Ethanal (acetaldehyde) is commonly prepared through oxidation of ethanol or controlled hydration of alkynes and other suitable pathways. However, not all starting materials or reactions lead to ethanal formation because product identity depends on the carbon skeleton and functional group transformation. Some compounds undergo reactions that result in different carbonyl compounds, or they may rearrange or further oxidize beyond the aldehyde stage. In certain cases, oxidation conditions are too strong and directly convert intermediate aldehydes into carboxylic acids instead of stopping at ethanal. Therefore, only specific precursors with correct carbon framework and controlled reaction conditions can yield ethanal selectively. Understanding reaction selectivity and carbon chain integrity is essential in predicting whether ethanal can be formed from a given compound.
Option a – Formonitrile + G.R
Ethyl benzoate on alkaline hydrolysis gives:
(A) Alkali benzoate and ethyl alcohol
(B) Carbolic acid and ethanoic acid
(C) Benzoic acid and alkali ethoxide
(D) Benzoic acid and ethyl alcohol
Explanation: Ethyl benzoate is an ester that undergoes hydrolysis in the presence of a strong Base such as sodium hydroxide. This reaction is known as saponification and involves nucleophilic attack of hydroxide ions on the carbonyl carbon of the ester group. The process leads to cleavage of the ester bond and formation of a carboxylate Salt and an alcohol. The alkoxide part is released as ethanol, while the aromatic portion becomes the benzoate ion in basic medium. This reaction is irreversible under basic conditions due to formation of a stable ionic product. It is an important reaction in organic chemistry for converting esters into their corresponding acids and Alcohols.
Option a – Alkali benzoate and ethyl alcohol
Alkane nitriles prepared from isopropyl bromide and potassium cyanide on acid hydrolysis give:
(A) n-Propionic acid
(B) n-Butyric acid
(C) Isopropionic acid
(D) Isobutyric acid
Explanation: Alkyl halides react with potassium cyanide via nucleophilic substitution to form nitriles. The nitrile formed contains one additional carbon compared to the original alkyl halide. When such nitriles undergo acid hydrolysis, the –C≡N group is converted into a carboxylic acid through intermediate amide formation. The carbon skeleton remains unchanged during hydrolysis, so the final acid retains the carbon chain derived from the original nitrile. In the case of isopropyl bromide, substitution leads to a branched nitrile, which upon hydrolysis gives the corresponding carboxylic acid. This sequence is important in organic synthesis for chain extension and conversion of alkyl halides into carboxylic acids.
Option d – Isobutyric acid
Benzoic acid is the acid hydrolysis product of:
(A) Benzoyl chloride
(B) Benzonitrile
(C) Benzamide
(D) All of the above
Explanation: Acid hydrolysis of various functional groups containing nitrile or amide linkages leads to formation of carboxylic acids. In aromatic systems, when a nitrile or amide group is attached to a benzene ring, hydrolysis under acidic conditions converts the carbon–nitrogen multiple bond into a carboxyl group. The mechanism involves protonation of the nitrile, addition of water, and stepwise conversion through an amide intermediate. Eventually, the nitrogen-containing portion is released as ammonium ions while the carbon is fully oxidised to a carboxylic acid. This reaction is widely used to prepare aromatic carboxylic acids from corresponding nitriles or amides.
Option d – All of the above
Benzoyl chloride on treating with water produces:
(A) Phenyl methanol
(B) Benzene
(C) Benzoic acid
(D) Benzene carbaldehyde
Explanation: Acid chlorides are highly reactive derivatives of carboxylic acids. When benzoyl chloride reacts with water, nucleophilic substitution occurs at the carbonyl carbon. Water acts as a nucleophile and replaces the chlorine atom, forming an unstable intermediate that rapidly rearranges to yield a carboxylic acid. The reaction is fast and exothermic due to high reactivity of the acyl chloride bond. Hydrochloric acid is released as a by-product. This transformation is a typical hydrolysis reaction of acid chlorides and is commonly used to regenerate carboxylic acids from their activated derivatives.
Option c – Benzoic acid
Benzal chloride prepared from toluene and chlorine in the presence of UV Light on hydrolysis gives:
(A) Benzophenone
(B) Benzyl alcohol
(C) Benzaldehyde
(D) Acetophenone
Explanation: Benzal chloride is a dihalogenated derivative formed by chlorination of the side chain of toluene under UV Light. When subjected to hydrolysis, the chlorine atoms are replaced by oxygen-containing functional groups through stepwise substitution reactions. This leads to the formation of a carbonyl compound after intermediate alcohol formation and subsequent oxidation. The reaction involves nucleophilic attack by water molecules followed by elimination of hydrogen chloride. Such transformations are important in aromatic side-chain chemistry, where halogenated intermediates are converted into more functionalised carbonyl compounds.
Option c – Benzaldehyde
Acetophenone is prepared by reacting ethanoyl chloride and:
(A) Methane
(B) Propane
(C) Butane
(D) Benzene
Explanation: Acetophenone is an aromatic ketone formed through Friedel–Crafts acylation reaction. In this process, ethanoyl chloride acts as the acylating agent, and benzene acts as the aromatic substrate. In the presence of a Lewis acid catalyst, the acylium ion is generated, which attacks the benzene ring to form a substituted ketone. The reaction involves electrophilic aromatic substitution where the acyl group replaces a hydrogen atom on the aromatic ring. This method is widely used in organic synthesis for introducing carbonyl groups into aromatic compounds in a controlled manner.
Option d – Benzene
Benzophenone is prepared by Friedel-Craft reaction from:
(A) Methyl phenyl ketone and benzene
(B) Ethanoyl chloride and benzene
(C) Benzoyl chloride and benzene
(D) Bromobenzene and benzene
Explanation: Benzophenone is an aromatic ketone formed when benzene reacts with an acyl chloride under Friedel–Crafts conditions. The reaction requires a Lewis acid catalyst to generate a reactive electrophilic species from the acyl chloride. This electrophile then undergoes substitution on the benzene ring, forming a carbonyl-containing aromatic compound. The process involves electrophilic aromatic substitution and formation of a stable ketone product. This reaction is important in organic synthesis for preparing aromatic ketones with symmetrical or unsymmetrical substitution patterns depending on the reactants used.
Option c – Benzoyl chloride and benzene
Formylation of benzene or toluene by CO + HCl is:
(A) Rosenmund’s reaction
(B) Stephen’s reaction
(C) Gattermann-Koch synthesis
(D) Wurtz reaction
Explanation: Formylation of aromatic compounds using carbon monoxide and hydrogen chloride in the presence of a Lewis acid catalyst is an important electrophilic substitution reaction. The reaction generates a highly reactive electrophile that introduces a formyl group onto the aromatic ring. This process proceeds through formation of a complex with the catalyst, followed by electrophilic attack on the benzene or substituted benzene ring. After hydrolysis, the intermediate yields an aromatic aldehyde. This method is widely used for introducing aldehyde functional groups directly onto aromatic systems in a controlled manner.
Option c – Gattermann-Koch synthesis
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