Chemistry Carboxylic Acids NUMS 2023
PMDC Verified Question 36 of 94
Hydrolysis of Nitriles produces:
A
Carboxylic acid
B
Aldehydes
C
Ketones
D
Esters
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option A: Carboxylic acid
Concept:

Nitriles possess a carbon triple-bonded to a nitrogen (\( -\text{C}\equiv\text{N} \)). The hydrolysis of this highly oxidized carbon yields a molecule in a similarly high oxidation state.

Formula:

$$ \text{R-C}\equiv\text{N} + 2\text{H}_2\text{O} \xrightarrow{\text{H}^+} \text{R-COOH} + \text{NH}_4^+ $$

Solution:

  • When boiled with aqueous acids or bases, the triple bond is entirely broken.


  • The nitrogen is expelled as ammonia/ammonium.


  • The remaining carbon fragment bonds with oxygen from the water to yield a carboxylic acid.


Why other options are incorrect:

Aldehydes and ketones require specialized partial reductions (like DIBAL-H or Grignard additions) to form from nitriles, not simple hydrolysis. Esters require the presence of an alcohol.

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