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  4. In the following sequence of reactions, CH 3- Br xrightarrow KCN A xrightarrow H 3 O + B xrightarrow[ text ether ] LiAlH 4C the end product C is

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Q. In the following sequence of reactions,
$CH _{3}- Br \xrightarrow{ KCN } A \xrightarrow{ H _{3} O ^{+}} B \xrightarrow[\text { ether }] { LiAlH _{4}}C$
the end product $C$ is

AIPMTAIPMT 2012Alcohols Phenols and Ethers

Solution:

The end product $C$ is ethyl alcohol.
$CH _{3} Br \xrightarrow{ KCN } \underset{A}{CH _{3}- CN} \xrightarrow{ H _{3} O ^{+}} \underset{ B }{CH _{3}- COOH } \xrightarrow{ LiAlH _{4}} \underset{C}{CH _{3}- CH _{ 2}- OH}$
Methyl bromide reacts with $KCN$ to form acetonitrile. $Br$ atom is replaced with $CN$ group.
Hydrolysis of cyano group gives carboxylic group. Reduction of carboxylic group gives hydroxyl group.