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Question: Which among the following compounds is obtained as a major product X in reaction given below? Aniso...

Which among the following compounds is obtained as a major product X in reaction given below?

Anisole acetyl chloride AlCl3 (anhydrous)X\xrightarrow{AlCl_3 \text{ (anhydrous)}} X

A

2-Methoxy acetophenone

B

4-methoxy toluene

C

2-methoxy toluene

D

4-methoxy acetophenone

Answer

4-methoxy acetophenone

Explanation

Solution

  1. Reaction Type:
    The reaction of anisole with acetyl chloride in the presence of AlCl3AlCl_3 is a Friedel–Crafts acylation.

  2. Directing Effects:
    The methoxy (–OCH3OCH_3) group on anisole is an activating, ortho/para directing substituent. Although both ortho and para positions are activated, steric hindrance at the ortho position makes the para substitution more favorable.

  3. Product Formation:
    Therefore, the major product is the para-acylated compound, namely, 4-methoxyacetophenone.

Anisole reacts via Friedel-Crafts acylation with acetyl chloride (activated by AlCl3AlCl_3). The methoxy group directs the electrophile to the para position, forming 4-methoxyacetophenone.