CH3)3C—CHO does not undergo aldol condensation. Comment
Question
CH3)3C—CHO does not undergo aldol condensation. Comment
Solution
The compound (CH3)3C—CHO, also known as 2-methylpropanal, does not undergo aldol condensation because it lacks alpha-hydrogens.
Aldol condensation is a reaction in organic chemistry where an enol or an enolate ion reacts with a carbonyl compound to form a β-hydroxyaldehyde or β-hydroxyketone, followed by dehydration to give a conjugated enone.
The first step of this reaction involves the removal of an alpha-hydrogen to form an enolate ion. However, in (CH3)3C—CHO, the carbonyl carbon is bonded to three methyl groups and a hydrogen. There are no hydrogens on the carbon adjacent to the carbonyl carbon (the alpha carbon), so the necessary enolate ion cannot be formed.
Therefore, (CH3)3C—CHO does not undergo aldol condensation.
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