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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![1. Consider the following pairs of structures. Designate each chirality center as (R) or (5) and identify
the relationship between them by describing them as representing enantiomers, diastereomers,
constitutional isomers, or two molecules of the same compound. Use handheld molecular models to
check your answers.
HG
(a)
Br
and
and
CH
H,G H
(b)
and
CH,
Br
Br
'F
(k)
and
Br
CI
Br
(e)
and
CH,
CH,
CH
CH,
CH,
H-
-H-
CH
and
H-
-Br
(d)
and
FCH
CH,
CH,
Br
H
CH,
and
(m)
(e)
and
H.
Br
CH,
and
(m)
and
Br
CH
(o)
and
nd
and
and
and](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa1bc9722-7e55-433d-8260-76e9be3cb43e%2F4a69c770-3847-4b6a-8ff9-fc836699a214%2Fqj26o1m_processed.jpeg&w=3840&q=75)
Transcribed Image Text:1. Consider the following pairs of structures. Designate each chirality center as (R) or (5) and identify
the relationship between them by describing them as representing enantiomers, diastereomers,
constitutional isomers, or two molecules of the same compound. Use handheld molecular models to
check your answers.
HG
(a)
Br
and
and
CH
H,G H
(b)
and
CH,
Br
Br
'F
(k)
and
Br
CI
Br
(e)
and
CH,
CH,
CH
CH,
CH,
H-
-H-
CH
and
H-
-Br
(d)
and
FCH
CH,
CH,
Br
H
CH,
and
(m)
(e)
and
H.
Br
CH,
and
(m)
and
Br
CH
(o)
and
nd
and
and
and
![2. Designate the (R) or (S) configuration at each chirality center in the following molecules.
HN CI
CI
SH
SH
Br
Br
CI
3. A compound D with the molecular formula CGH12 is optically inactive but can be resolved into
enantiomers. On catalytic hydrogenation, D is converted to E (CSH14) and E is optically inactive.
Propose structures for D and E.
4. For the following molecule, draw its enantiomer as well as one of its diastereomers. Designate the
(R) or (S) configuration at each chirality center.
CI
CH3
Br
5. (a) Draw a conformational structure for the most stable conformation of trans-1,2-
diethylcyclohexane and draw its mirror image. (b) Are these two molecules superposable? (c) Are
they interconvertible through a ring "flip"? (d) Repeat the process in part (a) with cis-1,2-
diethylcyclohexane. (e) Are these structures superposable? (f) Are they interconvertible?](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa1bc9722-7e55-433d-8260-76e9be3cb43e%2F4a69c770-3847-4b6a-8ff9-fc836699a214%2F5t3ez9_processed.jpeg&w=3840&q=75)
Transcribed Image Text:2. Designate the (R) or (S) configuration at each chirality center in the following molecules.
HN CI
CI
SH
SH
Br
Br
CI
3. A compound D with the molecular formula CGH12 is optically inactive but can be resolved into
enantiomers. On catalytic hydrogenation, D is converted to E (CSH14) and E is optically inactive.
Propose structures for D and E.
4. For the following molecule, draw its enantiomer as well as one of its diastereomers. Designate the
(R) or (S) configuration at each chirality center.
CI
CH3
Br
5. (a) Draw a conformational structure for the most stable conformation of trans-1,2-
diethylcyclohexane and draw its mirror image. (b) Are these two molecules superposable? (c) Are
they interconvertible through a ring "flip"? (d) Repeat the process in part (a) with cis-1,2-
diethylcyclohexane. (e) Are these structures superposable? (f) Are they interconvertible?
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