Why do aldehydes undergo nucleophilic addition reactions, whereas esters undergo nucleophilic acyl substitution reactions? Once the nucleophile adds to an aldehyde, the tetrahedral intermediate is too sterically hindered to eliminate one of the attached groups. Aldehydes are more sterically hindered than esters. Oc. Once the nucleophile adds to an aldehyde, neither H- nor R- can be eliminated because they are strongly basic. The carbonyl carbon of an ester is more electrophilic than that of an aldehyde. The ester carbonyl carbon is sp3 hybridized while the aldehyde carbonyl carbon is sp2 hybridized. E.
Why do aldehydes undergo nucleophilic addition reactions, whereas esters undergo nucleophilic acyl substitution reactions? Once the nucleophile adds to an aldehyde, the tetrahedral intermediate is too sterically hindered to eliminate one of the attached groups. Aldehydes are more sterically hindered than esters. Oc. Once the nucleophile adds to an aldehyde, neither H- nor R- can be eliminated because they are strongly basic. The carbonyl carbon of an ester is more electrophilic than that of an aldehyde. The ester carbonyl carbon is sp3 hybridized while the aldehyde carbonyl carbon is sp2 hybridized. E.
Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Transcribed Image Text:Why do aldehydes undergo nucleophilic addition reactions, whereas esters undergo nucleophilic acyl substitution reactions?
Once the nucleophile adds to an aldehyde, the tetrahedral intermediate is too sterically hindered to eliminate one of the attached groups.
A.
Aldehydes are more sterically hindered than esters.
B.
Once the nucleophile adds to an aldehyde, neither H- nor R- can be eliminated because they are strongly basic.
C.
The carbonyl carbon of an ester is more electrophilic than that of an aldehyde.
The ester carbonyl carbon is sp3 hybridized while the aldehyde carbonyl carbon is sp2 hybridized.
E.
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