Which of the following reactions would lead to the shown product in highest yield? ou OLi LIOME (B) Br (A) Br tou Br LIOME Br (C) (D) A OB O C
Which of the following reactions would lead to the shown product in highest yield? ou OLi LIOME (B) Br (A) Br tou Br LIOME Br (C) (D) A OB O C
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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Question
Transcribed Image Text:Which of the following reactions would lead to the shown product in highest yield?
tou
OLi
LIOME
(B)
Br
(A)
Br
tou
Br
LIOME
Br
(D)
O A
O B
O C
Transcribed Image Text:Which reagent would afford the single regioisomer shown via an E2 elimination in highest
yield?
tor
NH3
CH,OH
(A)
(B)
(C)
O A
В
1 nts
Expert Solution
Step 1
A. It is a E2 reaction as the leaving group is good (Br^-). The stereoelectronic requirements for E2 reaction is that the eliminating groups must have anti-periplanar orientation.
MeO^-Li^+ is a strong but steric repulsion free base while Me3CO¢-Li^+ is a strong but sterically crowded base.
The product formation involves proton abstraction from tertiary C-H bond. That's why MeOLi base must be used.
In option D, H and Br are anti. So, the correct option is D. 
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