Which of the following reagents (A to D) would you not select to convert $C_{6} H_{5} COCH_{3}$ (acetophenone) to the following alcohol?
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Question

Which of the following reagents (A to D) would you not select to convert C 6 ​ H 5 ​ COCH 3 ​ (acetophenone) to the following alcohol? ]

TestHub · Accepted Answer

Question Explanation:

The question asks to identify the Grignard reagents followed by acid hydrolysis, that is unsuitable for

synthesizing 1-phenylbutan-2-ol, from the precursor, acetophenone.

Concept:

This question is based on a nucleophilic addition reaction.

Solution:

To synthesize the desired alcohol with an isopropyl R group, the only suitable Grignard reagent is

(CH₃)₂CHMgBr .

Other Grignard reagents such as CH₃CH₂CH₂MgBr, CH₃MgBr, and PhMgBr would yield n-propyl,

methyl, and phenyl substituted alcohols, respectively, which are not the intended product.

Final Answer: The correct options are (A), (B) & (D).

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