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MolSynapse / Question bank / Organic Reaction Mechanisms I: Nucleophiles and Carbonyl Addition / Nucleophilic acyl substitution of carboxylic acid derivatives
JEE Main levelOne or more correct optionsDifficulty 2 of 3o1196

For the tetrahedral intermediate of nucleophilic acyl substitution, which statements are correct?

  1. Ait is formed by attack of the nucleophile on the carbonyl carbon
  2. Bits carbonyl carbon is hybridised
  3. Cit expels the weaker base of the two groups that can leave
  4. Dit is a transition state at the energy maximum

Answer: A, B, C

The addition step forms a genuine intermediate (an energy minimum with an carbon). It collapses by expelling the better leaving group (weaker base) to regenerate . It is not a transition state.
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