In the first step of the El pathway, a carbocation intermediate forms after dissociation of the bromide ion. (A rearrangement can occur here as well, but we will ignore that pathway.) CH 3 H CAFC Ph CH ܓܠܐܝܕܐ ܟܣܒ ܢܕܐܝܪ H Ph CH 3 H Ph H Br Ph H₂O, EtOH, A - Br Then, rotation about the carbon-carbon o bond occurs to move the phenyl groups apart. 180° rotation about the C-C sigma bond CH3 H CH 3 "CC" Ph H C-C Ph H Ph Ph After rotation, the phenyl groups are farther apart.

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...
icon
Related questions
icon
Concept explainers
Question

Does a rotation about the carbon-carbon sigma bond always happen in a E1 reaction? If not, why is it happening in this reaction?

In the first step of the El pathway, a carbocation intermediate forms after dissociation
of the bromide ion. (A rearrangement can occur here as well, but we will ignore that
pathway.)
H
H
Ph
H
H
Ph
out for J
CH3
CH3
Ph
Ph
Br
CH 3
Then, rotation about the carbon-carbon o bond occurs to move the phenyl groups
apart.
H₂O, EtOH, A
- Br
H
Ph
180° rotation about the
C-C sigma bond
H
atte
CH 3
Ph
Ph
H
Ph
H
After rotation, the phenyl groups are farther apart.
Transcribed Image Text:In the first step of the El pathway, a carbocation intermediate forms after dissociation of the bromide ion. (A rearrangement can occur here as well, but we will ignore that pathway.) H H Ph H H Ph out for J CH3 CH3 Ph Ph Br CH 3 Then, rotation about the carbon-carbon o bond occurs to move the phenyl groups apart. H₂O, EtOH, A - Br H Ph 180° rotation about the C-C sigma bond H atte CH 3 Ph Ph H Ph H After rotation, the phenyl groups are farther apart.
Expert Solution
steps

Step by step

Solved in 3 steps

Blurred answer
Knowledge Booster
Ethers
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY