The correct functional group X and the reagent/reaction conditions Y in the following scheme are :
Factual
* The most appropriate answer to this question is (A,B,C,D)
But because of ambiguity in language, IIT has declared (C & D)
as correct answer
This question involves identifying the correct functional group transformation from a carboxylic acid derivative to an amine. The scheme shows a reaction where a compound with a specific functional group X is converted to an amine (Ph-CH2-CH2-NH2) using reagent Y.
The starting compound is Ph-CH2-COOH (phenylacetic acid). To form an amine, we need to convert the carboxylic acid group into an amine group. This is typically achieved through the Hofmann bromamide degradation reaction.
Step 1: Formation of Amide
First, the carboxylic acid (Ph-CH2-COOH) is converted to an amide. The amide functional group is CONH2. So, X should be CONH2.
Step 2: Hofmann Degradation
The amide (Ph-CH2-CONH2) undergoes Hofmann degradation with Br2 and NaOH to form an amine with one less carbon atom. The reaction is:
This gives the desired product: phenylethylamine (Ph-CH2-CH2-NH2). Note that the carbon chain length reduces by one.
Why other options are incorrect:
Final Answer: X = CONH2, Y = Br2 / NaOH
Hofmann Bromamide Degradation: This reaction converts a primary amide to a primary amine with one less carbon atom using bromine and sodium hydroxide. It involves the formation of an isocyanate intermediate.
Conversion of Carboxylic Acids to Amines: Carboxylic acids can be converted to amines via the amide intermediate. The Hofmann degradation is specific for primary amides to yield primary amines.
General reaction for Hofmann degradation: