If ethanoic acid is to be prepared by hydrolysis of alkyl nitriles, which of the following can be the compound to be hydrolyzed:
A
CH3CN
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B
HCN
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C
CH3CH2CN
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D
None of these
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Solution
The correct option is ACH3CN Converting the nitrile into a carboxylic acid
There are two ways of doing this, both of which involve reacting the carbon-nitrogen triple bond with water. This is described as hydrolysis.
Acid hydrolysis:
The nitrile is heated under reflux with a dilute acid such as dilute hydrochloric acid. A carboxylic acid is formed. For example, starting from ethanenitrile you would get ethanoic acid.
Base hydrolysis:
The nitrile is heated under reflux with an alkali such as sodium hydroxide solution.
Mechanism:
The reaction passes through an amide intermediate.
Both acid and base catalyzes the hydrolysis reaction.