Question Details

Identify 'A' in the following reaction :

Options

A

B

C

D

Show Answer

Correct Answer :

Option B

CH3-CH2-CH2-CH3

Solution :

The correct product 'A' is butane, represented by the structural formula:
CH3-CH2-CH2-CH3

Reaction Analysis:

1. Reactant: The starting material shown in the question is butanone (also known as ethyl methyl ketone), which has the structure:
CH3-CO-CH2-CH3

2. Reagents: The reaction is conducted in two steps:
(i) Hydrazine (N2H4)
(ii) Potassium hydroxide (KOH) in the presence of ethylene glycol as a high-boiling solvent under heating conditions.

3. Reaction Name: This specific set of reagents is used to perform the Wolff-Kishner reduction.

4. Mechanism and Transformation:
During the Wolff-Kishner reduction, the carbonyl group (C=O) of aldehydes or ketones is selectively reduced to a methylene group (CH2). The reaction proceeds via the formation of a hydrazone intermediate (>C=N-NH2), which then undergoes base-promoted decomposition with the elimination of nitrogen gas (N2):

CH3-CO-CH2-CH3+N2H4CH3-C(=N-NH2)-CH2-CH3

CH3-C(=N-NH2)-CH2-CH3KOH/ethylene glycol/ΔCH3-CH2-CH2-CH3+N2

Thus, the carbonyl carbon of butanone is reduced to form the corresponding alkane, which is butane.

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