Which of the following is more nucleophilic and why? CH30 (CH3)3CO 1 2 Compound 2, because its nucleophilicity is increased by the adjacent CH3 groups. Compound 2 because it is a stronger base. Compound 1, because the nucleophilicity of compound 2 is decreased by steric effects. O Compound 1, because it has a weaker conjugate acid. O They actually have about the same nucleophilicity since in both, the negative charge is localized on an oxyge atom.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter20: Carboxylic Acids And Nitriles
Section20.SE: Something Extra
Problem 64AP: The following pKa values have been measured. Explain why a hydroxyl group in the para position...
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Which of the following is more nucleophilic and why?
CH30
(CH3)3CO
1
2
Compound 2, because its nucleophilicity is increased by the adjacent CH3 groups.
Compound 2 because it is a stronger base.
Compound 1, because the nucleophilicity of compound 2 is decreased by steric effects.
Compound 1, because it has a weaker conjugate acid.
O They actually have about the same nucleophilicity since in both, the negative charge is localized on an oxygen
atom.
Transcribed Image Text:Which of the following is more nucleophilic and why? CH30 (CH3)3CO 1 2 Compound 2, because its nucleophilicity is increased by the adjacent CH3 groups. Compound 2 because it is a stronger base. Compound 1, because the nucleophilicity of compound 2 is decreased by steric effects. Compound 1, because it has a weaker conjugate acid. O They actually have about the same nucleophilicity since in both, the negative charge is localized on an oxygen atom.
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