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Cross Aldol Condensation

How many aldo...

Question

How many aldol products can be formed when 2-butanone and propionaldehyde react in presence of a dilute base?

A

4

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B

5

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C

6

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D

7

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Solution

The correct option is C 6
There are 2 possible enolate ions formed from 2-butanone which attacks on propionaldehyde, to form 4-hydroxy-3-methylhexan-2-one which has 2 chiral carbons, and 5-hydroxyheptan-3-one which has 1 chiral carbon. So there are 6 total possible products.

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