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Question
Identify A in the following reaction.
\[\ce{A + CH3MgBr ->[Ether] complex ->[H3O+] (CH3)3C - OH}\]
Options
Acetone
Propionaldehyde
Acetaldehyde
Acetyl chloride
Solution
Acetone
Explanation:
Acetone (CH3COCH3) reacts with methyl magnesium bromide to produce a magnesium hydroxy bromide complex, which is then hydrolyzed to produce tertiary alcohol.
\[\begin{array}{cc}
\phantom{.......}\ce{O}\phantom{..................................}\ce{OMgBr}\phantom{.......................}\\
||\phantom{...................................}|\phantom{.......................}\\
\ce{CH3 \underset{\text{[A]}}{\underset{\text{Acetone}}{- C -}} CH3 + CH3MgBr ->[Ether] H3C - C - CH3 ->[H3O+] \underset{\text{3° alcohol}}{(CH3)3 C} - OH}\\
\phantom{..............}|\\
\phantom{...................}\ce{\underset{\text{Complex}}{CH3}}
\end{array}\]