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Organic Chemistry: A Guided Inquiry

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 21E

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Q1: Draw the most stable and the least stable Newman projections about the C2-C3 bond for
each of the following isomers (A-C). Are the barriers to rotation identical for enantiomers A and
B? How about the diastereomers (A versus C or B versus C)?
enantiomers
H_ Br
(S) CH 3
H3C (S)
H Br
A
H Br
省
H3C (S) (R) CH₂
Br H
C
H Br
H3C (R)
B
(R)CH3
H Br
H Br
H3C (R)
(S) CH3
Br H
D
identical

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