Benzophenone (C6H5)2CO generally does NOT react readily with NaHSO₃ why?

Benzophenone is even more hindered than acetophenone:(C6H5)2C=O(C_6H_5)_2C=O

Two effects make HSO3−HSO_3^- addition difficult:

  1. Very high steric hindrance
    The carbonyl carbon is surrounded by two phenyl groups, so HSO3−HSO_3^- cannot easily attack it.
  2. Resonance/conjugation
    The carbonyl group is conjugated with both benzene rings, reducing the electrophilic character of the carbonyl carbon.

Reactivity comparison

Aldehydes>acetophenone>benzophenone\boxed{\text{Aldehydes} > \text{acetophenone} > \text{benzophenone}}

So for the NaHSO₃ addition test:

  • Aldehydes → generally react readily ✅
  • Acetophenone → poor/slow reaction
  • Benzophenone → generally does not react under usual conditions ❌

Key JEE/NEET fact: Benzophenone is a classic example of a ketone that does not form the usual sodium bisulfite addition compound readily because of steric hindrance + resonance stabilization.

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