13. Which one of the following represents the transition state of the rate-determining step of the reaction shown below between tert-butyl bromide and methanol in which isobutylene is formed? The reaction takes place with an E1 mechanism. The overall reaction is- H3C H3C CH3 H3C CH3 Omm Θό -Br Ꮎ -Br H A CH3 H3C B H3C H3C SOOH-CH2 CH3 SOHCH2CH H -Br H (CH3)3C-Br (CH3)2C=CH2 + HBr с D CH3OH CH3 CH3

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter20: Dienes, Conjugated Systems, And Pericyclic Reactions
Section: Chapter Questions
Problem 20.27P
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Question
13. Which one of the following
represents the transition state
of the rate-determining step of
the reaction shown below
between tert-butyl bromide and
methanol in which isobutylene
is formed? The reaction takes
place with an E1 mechanism.
The overall reaction is-
H3C
H3C CH3
H3C CH3
Omm
Θό
-Br
Ꮎ
-Br
H A
CH3
H3C
B
H3C
H3C
SOOH-CH2 CH3
SOHCH2CH
H
-Br
H
(CH3)3C-Br
(CH3)2C=CH2 + HBr
с
D
CH3OH
CH3
CH3
Transcribed Image Text:13. Which one of the following represents the transition state of the rate-determining step of the reaction shown below between tert-butyl bromide and methanol in which isobutylene is formed? The reaction takes place with an E1 mechanism. The overall reaction is- H3C H3C CH3 H3C CH3 Omm Θό -Br Ꮎ -Br H A CH3 H3C B H3C H3C SOOH-CH2 CH3 SOHCH2CH H -Br H (CH3)3C-Br (CH3)2C=CH2 + HBr с D CH3OH CH3 CH3
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