Diethyl ketone sodium bisulphite reacts with dilute Acid or Base to give:
(A) Pentanal
(B) Pentanone
(C) Butanal
(D) Butanone
Explanation: This question asks what happens when the sodium bisulphite addition compound of a ketone is treated with dilute Acid or Base, focusing on the nature of the regenerated compound. Sodium bisulphite forms addition products with aldehydes and some ketones by adding across the carbonyl group, creating a reversible compound. These adducts are commonly used for purification or separation of carbonyl compounds. When the addition product is treated with dilute Acid or Base, the reaction reverses, breaking the bond between the carbonyl carbon and the bisulphite group. This regenerates the original carbonyl compound. Since diethyl ketone has a stable ketone structure, the reaction simply restores the parent compound rather than forming a new functional group. The process highlights the reversible nucleophilic addition mechanism at the carbonyl carbon. A comparable example is how a temporary protective cap can be removed to restore the original object unchanged. In summary, the reaction with dilute Acid or Base leads to regeneration of the initial ketone by reversing the bisulphite addition reaction, without altering the carbon skeleton.
Option b – Pentanone
The most acidic hydrogen Atom in alkanals is located at the:
(A) Delta position
(B) Gamma position
(C) Alpha position
(D) Beta position
Explanation: This question focuses on identifying which hydrogen Atom in alkanals is most acidic based on its position relative to the functional group. In OrganicChemistry, acidity depends on how stable the conjugate Base is after proton removal. In alkanals, the hydrogen atoms attached to the carbon adjacent to the carbonyl group are influenced by the electron-withdrawing effect of the carbonyl. When such a hydrogen is removed, the resulting anion is stabilized by resonance, as the negative charge can be delocalized onto the oxygen Atom. This makes those hydrogens significantly more acidic compared to others further away in the Molecule. Hydrogens at beta, gamma, or delta positions do not benefit from this resonance stabilization and are therefore less acidic. This effect is a classic example of how proximity to a functional group impacts chemical behavior. It is similar to how support from a nearby structure makes something more stable compared to something isolated. In summary, the most acidic hydrogen is the one whose removal leads to a resonance-stabilized anion near the carbonyl group.
Option c – Alpha position
The detection of the oxo group in an Organic compound can be done using:
(A) Tetracarbonyl nickel
(B) Sodium nitropruside
(C) Sodium dicyano aurate
(D) Lithium hydrido aluminate
Explanation: This question focuses on identifying a chemical test used to detect the presence of a carbonyl (oxo) group in an Organic compound. Carbonyl compounds such as aldehydes and ketones have a characteristic C=O group, which can undergo specific reactions with suitable reagents. Certain reagents interact with the carbonyl group to produce a distinct color change or complex, making detection easier. These tests rely on nucleophilic addition or coordination reactions involving the carbonyl carbon. The effectiveness of such detection methods depends on the reactivity of the carbonyl group and the nature of the reagent used. Some reagents are selective, while others may respond to multiple functional groups. The principle behind detection is similar to using an indicator that changes color in the presence of a specific substance. In summary, identifying the oxo group involves using a reagent that interacts specifically with the carbonyl functionality, producing a recognizable observable change.
Option b – Sodium nitropruside
The anion of propanone obtained by alkali reacts with nitropruside ion to give a red-colored complex, indicating the presence of:
Explanation: This question examines how the reaction of a ketone-derived anion with a specific reagent helps identify a functional group. When propanone is treated with a Base, it forms an enolate ion by removal of a hydrogen Atom adjacent to the carbonyl group. This enolate ion is highly reactive and can interact with certain metal-containing reagents to form colored complexes. Nitropruside ion is one such reagent that reacts with enolate ions, producing a characteristic color due to coordination between the enolate and the metal center. The appearance of a colored complex indicates the presence of a reactive carbonyl system capable of forming an enolate. This reaction is often used as a qualitative test in Organic analysis. It is similar to how a specific dye reacts only with certain materials to produce a visible signal. In summary, the formation of a colored complex arises from the interaction between an enolate ion and a detecting reagent, confirming the presence of a carbonyl-related functional group.
Option d – Oxo group
The anion of a ketone formed by alkali reacts with nitropruside ion to give a:
(A) Black-colored complex
(B) Violet-colored complex
(C) Red-colored complex
(D) Blue-colored complex
Explanation: This question deals with the observable outcome when a ketone reacts with a Base and subsequently with nitropruside ion. When a ketone is treated with an alkali, it forms an enolate ion by losing a proton from the carbon adjacent to the carbonyl group. This enolate ion can act as a ligand and coordinate with the nitropruside ion, which contains a metal center capable of forming complexes. The interaction results in the formation of a colored complex, which serves as an indicator of the presence of a ketone capable of forming an enolate. The specific color arises due to electronic transitions within the complex. Such color-based tests are widely used in qualitative Organic analysis to confirm functional groups. This process is comparable to how certain chemicals produce distinct colors when they bind with specific substances. In summary, the reaction leads to the formation of a characteristic colored complex due to coordination between the enolate ion and the detecting reagent.
Option c – Red-colored complex
The least reactive compound towards hydrogen cyanide is:
(A) Ethyl methyl ketone
(B) Dimethyl ketone
(C) Ethanal
(D) Methanal
Explanation: This question explores the relative reactivity of carbonyl compounds toward nucleophilic addition by hydrogen cyanide. The reactivity depends on both electronic and steric factors. Aldehydes are generally more reactive than ketones because they have less steric hindrance and a stronger partial positive charge on the carbonyl carbon. Among aldehydes, those with fewer alkyl groups are more reactive due to lower electron-donating effects. Ketones, having two alkyl groups, experience greater steric hindrance and reduced electrophilicity, making them less reactive. Additionally, larger alkyl groups further decrease reactivity due to both steric and inductive effects. Hydrogen cyanide adds to the carbonyl carbon, so any factor that reduces accessibility or electrophilicity will slow the reaction. This is similar to how a crowded Entrance makes it harder for someone to enter a room. In summary, the least reactive compound is the one with maximum steric hindrance and lowest electrophilic character at the carbonyl carbon.
Option a – Ethyl methyl ketone
Mendelonitrile is prepared from:
(A) Ethanal and hydrazine
(B) Ethanal and formonitrile
(C) Propanone and ammonia
(D) Benzene carbaldehyde and formonitrile
Explanation: This question focuses on the formation of a specific cyanohydrin compound known as mendelonitrile. Cyanohydrins are formed when hydrogen cyanide adds across the carbonyl group of aldehydes or ketones. The reaction involves nucleophilic attack by the cyanide ion on the electrophilic carbonyl carbon, followed by protonation of the oxygen. Aromatic aldehydes are particularly suitable for forming stable cyanohydrins due to resonance stabilization. The structure of mendelonitrile includes both a hydroxyl group and a nitrile group attached to the same carbon. The reaction is an example of nucleophilic addition, which increases the carbon chain functionality without breaking the original skeleton. It is comparable to attaching an extra functional handle to a Molecule, making it more versatile. In summary, mendelonitrile forms through nucleophilic addition of hydrogen cyanide to a suitable aldehyde, resulting in a stable cyanohydrin compound.
Option d – Benzene carbaldehyde and formonitrile
Cyanohydrin formation is a “step-up” reaction as a new:
(A) Carbon-Nitrogen single bond is formed.
(B) Carbon-Oxygen single bond is formed.
(C) Carbon-Carbon single bond is formed.
(D) Carbon-Sulphur single bond is formed.
Explanation: This question examines why cyanohydrin formation is considered a “step-up” reaction in OrganicChemistry. A step-up reaction refers to an increase in the carbon chain length or complexity of a Molecule. During cyanohydrin formation, hydrogen cyanide adds to a carbonyl compound, introducing an additional carbon Atom into the Molecule. This occurs through nucleophilic addition, where the cyanide ion attacks the carbonyl carbon and becomes part of the final structure. The resulting product contains both a hydroxyl group and a nitrile group, increasing functional diversity. This process is important in synthetic Chemistry for building more complex molecules from simpler ones. It is similar to extending a chain by adding a new link to it. In summary, the reaction is termed step-up because it increases Molecular complexity by incorporating an additional carbon unit into the structure.
Option c – Carbon-Carbon single bond is formed
Propanone reacts with formonitrile to give:
(A) Dimethyl ketone cyanohydrin
(B) Ethanal cyanohydrin
(C) Propanal cyanohydrin
(D) Propane nitrile
Explanation: This question deals with the reaction between a ketone and hydrogen cyanide (formonitrile), leading to the formation of a cyanohydrin. In this reaction, the cyanide ion acts as a nucleophile and attacks the electrophilic carbonyl carbon of propanone. This forms an intermediate alkoxide, which is then protonated to yield the final cyanohydrin product. The resulting compound contains both a hydroxyl group and a nitrile group attached to the same carbon Atom. This transformation is a classic example of nucleophilic addition to a carbonyl group. The reaction is widely used in Organic synthesis to introduce new functional groups into molecules. It is comparable to adding an extra functional extension to a structure, enhancing its reactivity and applications. In summary, the reaction produces a cyanohydrin derived from the original ketone through nucleophilic addition of hydrogen cyanide.
Option a – Dimethyl ketone cyanohydrin
During the reaction between ethanal and ammonical silver nitrate, the oxidation state of silver changes from:
(A) +3 to zero
(B) +2 to +3
(C) +1 to zero
(D) +1 to +2
Explanation: This question focuses on the redox process occurring during the reaction of an aldehyde with ammoniacal silver nitrate, commonly known as Tollens’ reagent. In this reaction, the aldehyde is oxidized to a carboxylate ion, while the silver ion in the reagent is reduced. The silver ion initially exists in a positive oxidation state and gains electrons during the reaction, leading to the formation of metallic silver. This reduction process results in the deposition of a silver mirror on the inner surface of the reaction vessel. The change in oxidation state reflects the transfer of electrons from the aldehyde to the silver ion. This test is widely used to distinguish aldehydes from ketones. It is similar to a transfer of energy where one substance loses electrons and another gains them. In summary, the reaction involves a redox process where silver ions are reduced to metallic silver while the aldehyde is oxidized.
Option c – +1 to zero
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