one-of-the-compound-in-each-pair-below-is-a-stronger-nucleophile-than-the-other--1

Question

Using alcohol as the solvent, figure out which compound or ion in each pair is the stronger nucleophile in the S_N2 reaction. Explain your prediction.
(i) (CH₃CH₂)₃N or (CH₃CH₂)₂O
(ii) CH₃CH₂COO⁻ or CH₃CF₂COO⁻

Accepted Answer

(i) (CH₃CH₂)₃N is the better nucleophile because N is more able to donate an electron pair than the more electronegative O.

(ii) CH₃CH₂COO⁻ is the better nucleophile because it is more basic and its electrons are less delocalized.

Answer

(i) (CH₃CH₂)₂O is the better nucleophile because O is more able to donate an electron pair than N.

(ii) CH₃CH₂COO⁻ is the better nucleophile because it is more basic and its electrons are less delocalized.

Answer

(i) (CH₃CH₂)₃N is the better nucleophile because N is more able to donate an electron pair than the more electronegative O.

(ii) CH₃CF₂COO⁻ is the better nucleophile because it is less basic and its electrons are more delocalized.

Answer

(i) (CH₃CH₂)₂O is the better nucleophile because because O is more able to donate an electron pair than N.

(ii) CH₃CF₂COO⁻ is the better nucleophile because it is less basic and its electrons are more delocalized.

My Courses

Chemistry

Biology

Math

Physics

Business

Social Sciences

Programming

Product & Marketing

Using alcohol as the solvent, figure out which compound or ion in each pair is the stronger nucleophile in the S_N2 reaction. Explain your prediction.
(i) (CH₃CH₂)₃N or (CH₃CH₂)₂O
(ii) CH₃CH₂COO⁻ or CH₃CF₂COO⁻

My Courses

Chemistry

Biology

Math

Physics

Business

Social Sciences

Programming

Product & Marketing

Using alcohol as the solvent, figure out which compound or ion in each pair is the stronger nucleophile in the SN2 reaction. Explain your prediction.(i) (CH3CH2)3N or (CH3CH2)2O(ii) CH3CH2COO− or CH3CF2COO−

Using alcohol as the solvent, figure out which compound or ion in each pair is the stronger nucleophile in the S_N2 reaction. Explain your prediction.
(i) (CH₃CH₂)₃N or (CH₃CH₂)₂O
(ii) CH₃CH₂COO⁻ or CH₃CF₂COO⁻