MCAT Organic Chemistry Question 78: Answer and Explanation
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Question: 78
3. What is the product of the reaction below?
- A.
- B.
- C.
- D.
Correct Answer: C
Explanation:
The reaction between a ketone and one equivalent of alcohol produces a hemiketal. This has an –OR group, an –OH group, and two alkyl groups attached at the same carbon. Choice (A) is a ketal, with two –OR groups and two –R groups. Choice (B) is a hemiacetal, with an –OH group, an –OR group, one R group, and a hydrogen atom. Choice (D) is a ketone. Note that a hemiketal is a very unstable compound, and will react rapidly with a second equivalent of alcohol to form a ketal in acidic conditions.