MCAT Organic Chemistry Question 92: Answer and Explanation

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Question: 92

2. The reaction below is an example of:

  • A. esterification.
  • B. tautomerization.
  • C. elimination.
  • D. dehydration.

Correct Answer: B

Explanation:

Tautomerization is the interconversion of two isomers in which a hydrogen and a double bond are moved. The keto and enol tautomers of aldehydes and ketones are common examples of tautomers seen on Test Day. Note that the equilibrium lies to the left because the keto form is more stable. Esterification, choice (A), is the formation of esters from carboxylic acids and alcohols. Elimination, choice (C), is a reaction in which a part of a reactant is lost and a new multiple bond is introduced. Dehydration, choice (D), is a reaction in which a molecule of water is eliminated.

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