Chemistry Aldehydes & Ketones BUMHS 2023
PMDC Verified Question 25 of 94
Which of the following occurs when carbonyl compounds react with \( HCN \)?
A
The reaction is catalysed by concentrated \( H_2SO_4 \)
B
Pentan-2-one and \( HCN \) react to give a chiral product
C
The reaction is a condensation reaction
D
The reaction is nucleophilic substitution
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option B: Pentan-2-one and \( HCN \) react to give a chiral product
Concept:

The addition of HCN to asymmetric ketones yields cyanohydrins with four different groups attached to the central carbon, creating a chiral center.

Solution:

  • Pentan-2-one has the structure \( CH_3-CO-CH_2CH_2CH_3 \). The carbonyl carbon is bonded to a methyl group and a propyl group.


  • When \( HCN \) is added via nucleophilic addition, the carbonyl oxygen becomes an \( -OH \) group, and a \( -CN \) group attaches to the carbon.


  • The resulting central carbon is now bonded to four distinct groups: Methyl (\( -CH_3 \)), Propyl (\( -C_3H_7 \)), Hydroxyl (\( -OH \)), and Cyano (\( -CN \)).


  • A carbon atom bonded to four different groups is chiral. Thus, it gives a chiral product.


Why other options are incorrect:

Option A is false; the reaction is base-catalyzed (requires free \( CN^- \)). Option C is false; it is an addition reaction, not condensation (no water is lost). Option D is false; it is an addition, not substitution.

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