120k views
0 votes
Which of the following reagents will favor an E2 reaction with all substrates?

a) CH_3OH
b) CH3O-
c) (CH3)3COH
d) (CH3)3CO-

1 Answer

4 votes

Final answer:

Among the options, (CH3)3CO- or tert-butoxide ion is the reagent that will favor an E2 reaction with all substrates because it is a bulky, strong base that is less nucleophilic and promotes the E2 elimination pathway over the SN2 substitution pathway.

Step-by-step explanation:

The student is asking which reagent will favor an E2 reaction with all substrates. The E2 reaction is a bimolecular elimination reaction where a proton is removed from the substrate, and a double bond is formed, usually in the presence of a strong base. Among the given options, (CH3)3CO-, or a tert-butoxide ion, is the reagent that will favor an E2 reaction with all substrates. Tert-butoxide is a bulky, strong base that is less nucleophilic due to its size and is therefore more likely to abstract a proton, leading to the elimination product rather than substitution. The steric hindrance of the tert-butoxide makes it difficult for SN2 reactions to occur, especially with sterically hindered tertiary substrates.

User MarGa
by
7.7k points