Asked in PMC Practice Test 28 (2021) 2021

Nucleophilic addition reactions of carbonyl compouds can be catalyzed by:

Correct answer: D. Both acid and base.

  • A. Acid.
  • B. Base.
  • C. Water.
  • D. Both acid and base.

Explanation

Nucleophilic addition reactions of carbonyl compounds involve the addition of a nucleophile (an electron-rich species) to the carbon atom of the carbonyl group. This reaction is typically catalyzed by an acid or a base. Acid catalysis involves the use of an acid to protonate the carbonyl group, which makes it more susceptible to nucleophilic attack. The protonated carbonyl group can then react with a nucleophile to form a new bond. Base catalysis involves the use of a base to deprotonate the nucleophile, which makes it more reactive and able to attack the carbonyl group. The deprotonated nucleophile can then react with the carbonyl group to form a new bond. In both cases, the acid or base serves to increase the reactivity of the carbonyl compound and promote the nucleophilic addition reaction.

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About Nucleophilic Addition Reactions

Nucleophilic addition occurs at the polar carbonyl group of aldehydes and ketones, where a nucleophile attacks the electron-deficient carbon atom. Reactions with hydrogen cyanide, sodium bisulfite, alcohols and Grignard reagents are explained through tetrahedral intermediates, acid or base catalysis, and the different reactivity of aldehydes and ketones.

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