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Q.

Identify the compounds that undergoes both aldol condensation and iodoform reaction.
I) Acetone, 
II) Propanal,
III) Benzophenone
IV) Acetophenone and 
V) Ethanal

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a

I, IV, V only

b

I, II, IV, V

c

All

d

I, II, III, IV

answer is C.

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Detailed Solution

  • Aldehydes and ketones having at least one α-hydrogen undergo Aldol condensation.
  • So, Acetone, Propanal, Acetophenone, and Ethanal undergo Aldol condensation.
  • Aldehydes and ketones having at least one methyl group linked to the carbonyl carbon atom (methyl ketones) undergo Iodoform reaction.
  • Hence, Acetone, Acetophenone, and Ethanal undergo Iodoform reaction.
  • So, Acetone, Acetophenone, and Ethanal undergo both Aldol condensation and Iodoform reaction.
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