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Methods for Ester Synthesis

Predict the p...

Question

Predict the product $C$ in the following series of reactions:
$C H_{3} - C O O H P C l_{5} - -- \to A C_{6} H_{6} - ------- \to A n h y d . A l C l_{3} B C H_{3} M g B r - ----- \to C$

{(C H_{3})}_{3} C H C_{6} H_{5}

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{C H}_{3} C H (O H) C_{6} H_{5}

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{C H}_{3} C H (O H) C_{2} H_{5}

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{({C H}_{3})}_{2} C (O H) C_{6} H_{5}

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Solution

The correct option is D ${({C H}_{3})}_{2} C (O H) C_{6} H_{5}$
Acetic acid forms acetylehloride on treating with $P C l_{5}$ which on treating with benzene in presence anhydrous $A l C l_{3}$ undergoes Freedel craft reaction to form acetophenone. Acetophenone reacts with methyl magnesium bromide to form ${(C H_{3})}_{2} C (O H) C_{6} H_{5}$ as shown above.

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