MCAT Organic Chemistry Question 93: Answer and Explanation
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Question: 93
3. Which of the following reactions would produce the compound below?
- A. CH3CHO + CH3CH2CH2CHO →
- B. CH3COCH3 + CH3CH2CH2CHO →
- C. CH3CH2COCH3 + CH3CHO →
- D. CH3CH2CHO + CH3CH2CHO →
Correct Answer: D
Explanation:
The reactions listed in the answer choices are examples of aldol condensations. In the presence of a base, the α-hydrogen is abstracted from an aldehyde, forming an enolate ion, [CH3CHCHO]–. This enolate ion then attacks the carbonyl group of the other aldehyde molecule, CH3CH2CHO, forming the pictured aldol.