Question:medium

In a set of the given reactions, acetic acid yielded a product C.
CH3COOH+PCl\(\rightarrow\) A  \(\xrightarrow[Anh.\,AlCl_3]{C_6H_6}\) B  \(\xrightarrow[ether]{C2H5MgBr}\)  ‘C’, product C would be 

Updated On: Apr 27, 2026
  • CH3CH(OH)C2H5

  • CH3COC6H5

  • CH3CH(OH)C6H5

Show Solution

The Correct Option is D

Solution and Explanation

To determine the product 'C' formed from the given set of reactions, let us analyze each step:

  1. Reaction of acetic acid with PCl5:

    When acetic acid (CH3COOH) reacts with phosphorus pentachloride (PCl5), it forms acetyl chloride (CH3COCl) as the product 'A'. The reaction is as follows:

    CH3COOH + PCl5 → CH3COCl + POCl3 + HCl

  2. Friedel-Crafts acylation with benzene:

    Acetyl chloride (CH3COCl) undergoes Friedel-Crafts acylation in the presence of anhydrous AlCl3 as a catalyst and benzene (C6H6). This forms acetophenone (CH3COC6H5) as product 'B'. The reaction is as follows:

    CH3COCl + C6H6 → CH3COC6H5 + HCl

  3. Reaction with Grignard reagent:

    When acetophenone (CH3COC6H5) reacts with ethylmagnesium bromide (C2H5MgBr) in the presence of an etheral solvent, the final product is 2-phenylpropan-2-ol. This occurs through the addition of the Grignard reagent to the carbonyl group, and for acetophenone, this leads to the formation of a tertiary alcohol after hydrolysis. The reaction is as follows:

    CH3COC6H5 + C2H5MgBr → (CH3)2C(OH)C6H5

Based on the steps outlined, the final product 'C' would be 2-phenylpropan-2-ol, which corresponds to the given image in the options.

This confirms that the correct answer is the given structure of 2-phenylpropan-2-ol.

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