ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY
ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY
3rd Edition
ISBN: 9781119477617
Author: Klein
Publisher: WILEY
Question
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Chapter 4, Problem 52PP

(a)

Interpretation Introduction

Interpretation:

Chair conformation of given compounds should be drawn and most stable compound is needed to be predicted between them.

Concept introduction:

Chair conformer: chair conformer is a stable conformer for cyclohexane compound. In this chair conformer two positions are important for substitutions one is equatorial and other one axial position. Axial positions are parallel to the axis of ring while equatorial positions are perpendicular to the axis of the ring.

Example:

ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY, Chapter 4, Problem 52PP , additional homework tip  1

Stereochemistry conversions in chair conformation are shown below.

Substituent position cis trans
1,2 position (a,e) or (e,a) (a,a) or (e,e)
1,3 position (a,a) or (e,e) (a,e) or (e,a)
1,4 position (a,e) or (e,a) (a,a) or (e,e)

(b)

Interpretation Introduction

Interpretation:

Chair conformation of given compounds should be drawn and most stable compound is needed to be predicted between them.

Concept introduction:

Chair conformer: chair conformer is a stable conformer for cyclohexane compound. In this chair conformer two positions are important for substitutions one is equatorial and other one axial position. Axial positions are parallel to the axis of ring while equatorial positions are perpendicular to the axis of the ring.

Example:

ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY, Chapter 4, Problem 52PP , additional homework tip  2

Stereochemistry conversions in chair conformation are shown below.

Substituent position cis trans
1,2 position (a,e) or (e,a) (a,a) or (e,e)
1,3 position (a,a) or (e,e) (a,e) or (e,a)
1,4 position (a,e) or (e,a) (a,a) or (e,e)

(c)

Interpretation Introduction

Interpretation:

Chair conformation of given compounds should be drawn and most stable compound is needed to be predicted between them.

Concept introduction:

Chair conformer: chair conformer is a stable conformer for cyclohexane compound. In this chair conformer two positions are important for substitutions one is equatorial and other one axial position. Axial positions are parallel to the axis of ring while equatorial positions are perpendicular to the axis of the ring.

Example:

ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY, Chapter 4, Problem 52PP , additional homework tip  3

Stereochemistry conversions in chair conformation are shown below.

Substituent position cis trans
1,2 position (a,e) or (e,a) (a,a) or (e,e)
1,3 position (a,a) or (e,e) (a,e) or (e,a)
1,4 position (a,e) or (e,a) (a,a) or (e,e)

(d)

Interpretation Introduction

Interpretation:

Chair conformation of given compounds should be drawn and most stable compound is needed to be predicted between them.

Concept introduction:

Chair conformer: chair conformer is a stable conformer for cyclohexane compound. In this chair conformer two positions are important for substitutions one is equatorial and other one axial position. Axial positions are parallel to the axis of ring while equatorial positions are perpendicular to the axis of the ring.

Example:

ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY, Chapter 4, Problem 52PP , additional homework tip  4

Stereochemistry conversions in chair conformation are shown below.

Substituent position cis trans
1,2 position (a,e) or (e,a) (a,a) or (e,e)
1,3 position (a,a) or (e,e) (a,e) or (e,a)
1,4 position (a,e) or (e,a) (a,a) or (e,e)

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Chapter 4 Solutions

ORGANIC CHEMISTRY, WITH SOL. MAN/ STUDY

Ch. 4.2 - Prob. 4LTSCh. 4.2 - Prob. 8PTSCh. 4.2 - Prob. 9PTSCh. 4.2 - Prob. 10ATSCh. 4.2 - Prob. 5LTSCh. 4.2 - Prob. 11PTSCh. 4.2 - Prob. 12PTSCh. 4.2 - Prob. 13ATSCh. 4.3 - Prob. 6LTSCh. 4.3 - Prob. 14PTSCh. 4.3 - Prob. 15ATSCh. 4.6 - Prob. 7LTSCh. 4.6 - Prob. 16PTSCh. 4.6 - Prob. 17ATSCh. 4.7 - Prob. 18CCCh. 4.8 - Prob. 8LTSCh. 4.8 - Prob. 19PTSCh. 4.8 - Prob. 20ATSCh. 4.11 - Prob. 9LTSCh. 4.11 - Prob. 21PTSCh. 4.11 - Prob. 22ATSCh. 4.11 - Prob. 10LTSCh. 4.11 - Prob. 23PTSCh. 4.11 - Prob. 24ATSCh. 4.12 - Prob. 11LTSCh. 4.12 - Prob. 25PTSCh. 4.12 - Prob. 26ATSCh. 4.12 - Prob. 27CCCh. 4.13 - Prob. 12LTSCh. 4.13 - Prob. 28PTSCh. 4.13 - Prob. 29ATSCh. 4.13 - Prob. 13LTSCh. 4.13 - Prob. 30PTSCh. 4.13 - Prob. 31ATSCh. 4.13 - Prob. 32ATSCh. 4.14 - Prob. 33CCCh. 4.14 - Prob. 34CCCh. 4.14 - Prob. 35CCCh. 4 - Prob. 36PPCh. 4 - Prob. 37PPCh. 4 - Prob. 38PPCh. 4 - Prob. 39PPCh. 4 - Prob. 40PPCh. 4 - Prob. 41PPCh. 4 - Prob. 42PPCh. 4 - Prob. 43PPCh. 4 - Prob. 44PPCh. 4 - Prob. 45PPCh. 4 - Prob. 46PPCh. 4 - Prob. 47PPCh. 4 - Prob. 48PPCh. 4 - Prob. 49PPCh. 4 - Prob. 50PPCh. 4 - Prob. 51PPCh. 4 - Prob. 52PPCh. 4 - Prob. 53PPCh. 4 - Prob. 54PPCh. 4 - Prob. 55PPCh. 4 - Prob. 56PPCh. 4 - Prob. 57PPCh. 4 - Prob. 58PPCh. 4 - Prob. 59PPCh. 4 - Prob. 60PPCh. 4 - Prob. 61IPCh. 4 - Prob. 62IPCh. 4 - Prob. 64IPCh. 4 - Prob. 65IPCh. 4 - Prob. 66IPCh. 4 - Prob. 67IPCh. 4 - Prob. 68IPCh. 4 - Prob. 69IPCh. 4 - Prob. 70IPCh. 4 - All of the following are representations of...Ch. 4 - Prob. 72IPCh. 4 - Which of the following is expected to have the...Ch. 4 - Prob. 74IPCh. 4 - Prob. 75CPCh. 4 - The all-trans-1,2,3,4,5,6-hexaethylcyclohexane...Ch. 4 - Compounds 1 and 2 were prepared, and the...
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