Why Do Aldehydes Undergo Nucleophilic Addition Reactions While Esters Undergo

question 88

Multiple Choice

Why do aldehydes undergo nucleophilic addition reactions while esters undergo nucleophilic acyl substitution reactions?

• A)The carbonyl carbon of an ester is more electrophilic than that of an aldehyde.
• B)Aldehydes are more sterically hindered than esters.
• C)Once the nucleophile adds to an aldehyde,the tetrahedral intermediate is too sterically hindered to eliminate one of the attached groups.
• D)The ester carbonyl carbon is sp3 hybridized while the aldehyde carbonyl carbon is sp2 hybridized.
• E)Once the nucleophile adds to an aldehyde,neither H- nor R- can be eliminated since they are strongly basic.

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