Identify (A) in the following reaction sequence :

Engineering

Chemistry

Reactions of Organometallic Compound Grignard Reagents

Chemical Reactions of Alcohols

Ozonolysis

Question

Identify (A) in the following reaction sequence :

Reaction Sequence Analysis

The given reaction sequence involves a carboxylic acid derivative undergoing transformations. Let's analyze step by step:

Step 1: Identify the starting compound

The reaction begins with a carboxylic acid containing a β-carbonyl group (malonic acid derivative). The first reagent is PCl₅, which converts -COOH to -COCl group.

R - COOH \overset{PCl 5}{\to} R - COCl

Step 2: Reaction with NH₃

The acid chloride then reacts with ammonia to form an amide through nucleophilic substitution:

R - COCl + 2 NH 3 \to R - CONH 2 + NH 4 Cl

Step 3: Hofmann Bromamide Reaction

The amide undergoes Hofmann degradation with Br₂/NaOH to form an amine with one less carbon atom:

R - CONH 2 \overset{Br 2 / NaOH}{\to} R - NH 2

Final Identification

For malonic acid (HOOC-CH₂-COOH), the sequence would produce glycine (H₂N-CH₂-COOH). Comparing with the options, the correct structure (A) is:

H₂N-CH₂-COOH (Glycine)

Important Formulae

Acid Chloride Formation:

RCOOH + PCl 5 \to RCOCl + POCl 3 + HCl

Amide Formation:

RCOCl + 2 NH 3 \to RCONH 2 + NH 4 Cl

Hofmann Reaction:

RCONH 2 + Br 2 + 4 NaOH \to RNH 2 + Na 2 CO 3 + 2 NaBr + 2 H 2 O

Detailed Solution

Reaction Sequence Analysis

Step 1: Identify the starting compound

Step 2: Reaction with NH₃

Step 3: Hofmann Bromamide Reaction

Final Identification

Related Topics

Important Formulae

Detailed Solution

Reaction Sequence Analysis

Step 1: Identify the starting compound

Step 2: Reaction with NH3

Step 3: Hofmann Bromamide Reaction

Final Identification

Related Topics

Important Formulae

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Step 2: Reaction with NH₃