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Question

What is the product of the reaction shown?

A
I
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B
II
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C
III
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D
IV
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Solution

The correct option is C III
First step: PCC oxidizes the primary alcohol to acetaldehyde

Second step: Grignard reagent is a strong nucleophile. It undergoes nucleophilic addition reaction when it reacts with aldehyde, ester and ketone.
Grignard reagent reacts with aldehyde followed by acid workup except formaldehyde to form 2 alcohol.

Third step: Neutralization of the anion forms isoproyl alcohol.
thus correct option is (c).

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