JEE Main · 2020 · 03 Sep 2020 · Shift 2 · Aldehydes Ketones and Carboxylic Acids

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The increasing order of the reactivity of the following compounds in nucleophilic addition reaction is:
Propanal, Benzaldehyde, Propanone, Butanone
  1. (A)Benzaldehyde < Propanal < Propanone < Butanone
  2. (B)Butanone < Propanone < Benzaldehyde < Propanal✓ Correct
  3. (C)Propanal < Propanone < Butanone < Benzaldehyde
  4. (D)Benzaldehyde < Butanone < Propanone < Propanal

Answer: (B)

Solution

Nucleophilic addition at a carbonyl runs faster when the carbonyl carbon is more electrophilic and less crowded. Aldehydes beat ketones on both counts. Among the aldehydes, propanal is more reactive than benzaldehyde, whose carbonyl is deactivated by conjugation with the ring. Among the ketones, propanone is more reactive than the bulkier butanone. Arranged from least to most reactive, the order is butanone, then propanone, then benzaldehyde, then propanal.

JEE Main · 2020 · 03 Sep 2020 · Shift 2 · Single correct option

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