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Organic Chemistry 2 Midterm - Part 3 of 4
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Problem 1
Problem 2
Problem 3
Problem 4
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Problem 7
Problem 8
Problem 9
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Problem 11
Problem 12
Problem 13
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Problem 15
Problem 16
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Problem 18
Problem 19
Problem 20
Problem 21
Problem 22
Problem 23
Problem 24
Problem 25
Organic Chemistry 2 Midterm - Part 3 of 4
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21. Aldehydes and Ketones: Nucleophilic Addition / DIBAL / Problem 2
Problem 2
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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