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Question

Which of the following aldehydes can produce 1o alcohols when treated with Grignard reagent?

A
Methanal
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B
Ethanal
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C
Propanal
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D
Butanal
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Solution

The correct option is A Methanal
Grignard reagent is a strong nucleophile. It undergoes nucleophilic addition reaction when it reacts with aldehyde, ester and ketone.
Grignard reagent reacts with formaldehyde to form 1 alcohol.
Grignard reagent reacts with aldehyde except formaldehyde to form 2 alcohol.

Methanal on treatment with Grignard reagent forms an adduct which has only one alkyl group attached to the C atom along with two hydrogens and one O-MgX (X=halogen) group. This on hydrolysis will form a primary alcohol where the OH group will replace the O-MgX group.
RMgX+HCHOH3O+−−RCH2OH+Mg(OH)X
Hence correct option is a.

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