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19. Aldehydes and Ketones:Nucleophilic Addition - Part 1 of 3
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19. Aldehydes and Ketones:Nucleophilic Addition - Part 1 of 3
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21. Aldehydes and Ketones: Nucleophilic Addition / DIBAL / Problem 6
Problem 6
Rationalize why the carbonyl oxygen of the ester attacks the aluminum of DIBAL-H instead of the alkoxy oxygen in the following reaction.
A
The resonance hybrid of the ester shows that the carbonyl oxygen of the ester is more nucleophilic than the alkoxy oxygen.
B
The resonance hybrid of the ester shows that the alkoxy oxygen of the ester is more nucleophilic than the carbonyl oxygen.
C
The carbonyl oxygen is sterically less hindered hence it can more easily attack aluminum.
D
None of these.
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