Which of the Following Describes the Relative Nucleophilicities of Methoxide

question 34

Multiple Choice

Which of the following describes the relative nucleophilicities of methoxide and tert- butoxide?

• A) These alkoxides have the same nucleophilicity because the negative charge in both is on an oxygen atom.
• B) Methoxide is more nucleophilic because the nucleophilicity of tert-butoxide is decreased by steric effects.
• C) tert-Butoxide is more nucleophilic because it contains three methyl groups which increase the charge on its oxygen by donating electron density.
• D) tert-Butoxide is more nucleophilic because it is more basic.
• E) none of the above

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