Which of the following correctly describes the relative nucleophilicities of methoxide and tert-butoxide? tert-Butoxide is more nucleophilic because it is more basic. Methoxide is more nucleophilic because the nucleophilicity of tert-butoxide is diminished by steric effects. These alkoxides have essentially the same nucleophilicities since the negative charge in both is localized on an oxygen atom. tert-Butoxide is more nucleophilic because tert-butanol has a larger acid dissociation value than methanol. tert-Butoxide is more nucleophilic because it contains three methyl groups which increase the charge on its oxygen by donating electron density.
Which of the following correctly describes the relative nucleophilicities of methoxide and tert-butoxide? tert-Butoxide is more nucleophilic because it is more basic. Methoxide is more nucleophilic because the nucleophilicity of tert-butoxide is diminished by steric effects. These alkoxides have essentially the same nucleophilicities since the negative charge in both is localized on an oxygen atom. tert-Butoxide is more nucleophilic because tert-butanol has a larger acid dissociation value than methanol. tert-Butoxide is more nucleophilic because it contains three methyl groups which increase the charge on its oxygen by donating electron density.
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter19: Eas: Electrophilic Aromatic Substitution
Section: Chapter Questions
Problem 24E
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
Transcribed Image Text:Which of the following correctly describes the relative nucleophilicities of methoxide
and tert-butoxide?
tert-Butoxide is more nucleophilic because it is more basic.
Methoxide is more nucleophilic because the nucleophilicity of tert-butoxide is
diminished by steric effects.
These alkoxides have essentially the same nucleophilicities since the negative
charge in both is localized on an oxygen atom.
tert-Butoxide is more nucleophilic because tert-butanol has a larger acid
dissociation value than methanol.
tert-Butoxide is more nucleophilic because it contains three methyl groups
which increase the charge on its oxygen by donating electron density.
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