medium · MCAT chem-phys

An alpha carbon in a carbonyl compound is unusually acidic because the resulting enolate ion is stabilized by resonance.

If a student reacts propanal with dilute base, the first step of the Aldol reaction involves which of the following?

  1. Deprotonation of the alpha carbon to form a nucleophilic enolate.
  2. Protonation of the carbonyl oxygen to increase electrophilicity.
  3. Deprotonation of the terminal methyl group to form a carbanion.
  4. Nucleophilic attack of the base on the carbonyl carbon.

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