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Chapter 7: Problem 65

This section contains multiple choice questions. Each question has 4 choices (a), (b), (c) and (d), out of which ONLY ONE is correct. A compound (A) gives red colour with ceric ammonium nitrate. (A) on mild oxidation gives (B) which restores the pink colour of Schiff's reagent. (A) is (a) aldehyde (b) primary alcohol (c) secondary alcohol (d) alkyl bromide

Short Answer

Expert verified
Answer: Compound (A) is a primary alcohol.

Step by step solution

01

Reactions with Ceric Ammonium Nitrate

Ceric ammonium nitrate (CAN) is an oxidizing agent that reacts with alcohols, particularly primary and secondary ones, to form corresponding carbonyl compounds (aldehydes or ketones). Aldehydes and alkyl bromides do not give a red colour with ceric ammonium nitrate. Since compound (A) gives a red colour with ceric ammonium nitrate, it could be either a primary alcohol or a secondary alcohol.
02

Reactions with Schiff's Reagent

Schiff's reagent is used to detect aldehydes. It is a colourless solution that turns pink in the presence of aldehydes. Ketones do not react with Schiff's reagent. Since compound (B) restores the pink colour of Schiff's reagent, it must be an aldehyde.
03

Oxidation from Compound (A) to Compound (B)

Since Compound (A) undergoes mild oxidation to form an aldehyde (compound B), it must be a primary alcohol. Primary alcohols can be oxidized to aldehydes by mild oxidizing agents, such as the reaction with ceric ammonium nitrate. Compound (A) is a primary alcohol, which oxidizes to an aldehyde (B) that restores the pink colour of Schiff's reagent.
04

Choosing the correct option

Based on the reactions and the information given in the problem, compound (A) is a primary alcohol. Therefore, the correct option among the given choices is: (a) aldehyde (b) primary alcohol (c) secondary alcohol (d) alkyl bromide The answer is (b) primary alcohol.

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