Question
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
2-Methoxy acetophenone
4-methoxy toluene
2-methoxy toluene
4-methoxy acetophenone
4-methoxy acetophenone
Solution
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Reaction Type:
The reaction of anisole with acetyl chloride in the presence of AlCl3 is a Friedel–Crafts acylation. -
Directing Effects:
The methoxy (–OCH3) 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. -
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 AlCl3). The methoxy group directs the electrophile to the para position, forming 4-methoxyacetophenone.