The product is- A

- B

- C

- D

View written solutionFree
Correct answer: A
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Identify compound
The statement says that in compound , denotes an ethyl group. This standard question corresponds to an ester of benzoic acid, i.e. ethyl benzoate:
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Reaction of with excess followed by hydrolysis
Esters react with excess Grignard reagent with two additions of the alkyl group.
For ethyl benzoate:
Hence, which is 2-phenyl-2-propanol (cumyl alcohol), a tertiary alcohol.
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Treatment of with at
Tertiary benzylic alcohol undergoes dehydration readily to form the corresponding alkene:
Therefore,
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Reaction of with
This is a Friedel–Crafts acylation. The substituent on benzene is:
This alkenyl side chain behaves like an alkyl-type activating group through hyperconjugative/electron-releasing effect and directs incoming electrophile to the ortho/para positions. Because of steric hindrance, the para product predominates.
Thus acetyl group enters mainly at the para position relative to the isopropenyl group.
So,
Structure:
-
Matching with options
The option corresponding to para-acetyl--methylstyrene is Option A.
Final Answer
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