Question Details

Find product P of the following reaction.


Options

A

B

C

D

Correct Answer :

Option C

Solution :

Correct Answer: Option 3

Let's analyze the step-by-step chemical reaction sequence starting from styrene (vinylbenzene) as shown in the question image to find the major product P.

Step 1: Acid-catalyzed hydration of Styrene
The starting material is styrene, which has a vinyl group (-CH=CH2) attached to a benzene ring.
When treated with dilute acid (H2O/H+), an electrophilic addition reaction occurs following Markovnikov's rule:
1. Protonation of the alkene double bond occurs to form the more stable benzylic carbocation intermediate (C6H5-CH+-CH3), which is highly stabilized by resonance with the aromatic ring.
2. Water acts as a nucleophile and attacks the carbocation, followed by deprotonation to yield a secondary alcohol: 1-phenylethanol (C6H5-CH(OH)-CH3).

Step 2: Oxidation with Chromic Acid
The secondary alcohol, 1-phenylethanol, is treated with chromic acid (CrO3/H+), which is a strong oxidizing agent.
This reagent oxidizes secondary alcohols into ketones. Therefore, 1-phenylethanol is oxidized to acetophenone (C6H5-CO-CH3).

Step 3: Wolff-Kishner Reduction
Finally, acetophenone is treated with hydrazine (NH2-NH2) in the presence of concentrated potassium hydroxide (KOH). This is the classic Wolff-Kishner reduction:
1. Hydrazine reacts with the carbonyl group of acetophenone to form a hydrazone intermediate (C6H5-C(CH3)=N-NH2).
2. Under strongly basic conditions with heating, the hydrazone undergoes deprotonation and elimination of nitrogen gas (N2), reducing the ketone group (-CO-) directly to a methylene group (-CH2-).
3. The resulting major product P is ethylbenzene (C6H5-CH2-CH3).

Comparing this structure with the options provided, Option 3 shows ethylbenzene.

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