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Q. Compound (A) reacts with $SOCl_2$ to give compound (B). The compound (B) reacts with Mg metal to give Grignard reagent, which is treated with acetone and the product is hydrolysed to give 2-methyl-2-butanal. What is A ?

Alcohols Phenols and Ethers

Solution:

$\underset{(A)}{CH_3CH_2OH} \xrightarrow{SOCl_2} CH_3CH_2Cl \xrightarrow[\text{ether}]{Mg} CH_3CH_2MgCl $
$CH_3CH_2MgCl + CH_3OCH_3 \xrightarrow[H_3O^+] {\text{dry ether}} \underset{\text{2-Methyl-2-buttanol}}{CH_3C(CH_3)OHCH_2CH_3}$