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SN2 Substitution at Secondary Halides and Sulfonates Is Often Complicated

Question 26

Multiple Choice

SN2 substitution at secondary halides and sulfonates is often complicated by competing E2 elimination.Which of the nucleophiles below would you choose to obtain the highest yield in an SN2 reaction with menthyl bromide? S<sub>N</sub>2 substitution at secondary halides and sulfonates is often complicated by competing E2 elimination.Which of the nucleophiles below would you choose to obtain the highest yield in an S<sub>N</sub>2 reaction with menthyl bromide?   A)  CH<sub>3</sub>ONa B)  CH<sub>3</sub>CO<sub>2</sub>Na C)  (CH<sub>3</sub>) <sub>3</sub>N D)  (CH<sub>3</sub>) <sub>3</sub>COK E)  C<sub>6</sub>H<sub>5</sub>SNa


A) CH3ONa
B) CH3CO2Na
C) (CH3) 3N
D) (CH3) 3COK
E) C6H5SNa

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