Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 7.4, Problem 9P
Interpretation Introduction

a) CH3CH=CH2

Interpretation:

Can CH3CH=CH2 exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.

Concept introduction:

The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.

To change:

Whether CH3CH=CH2 can exist as a pair of cis-trans isomers and to draw their structures with the geometry.

Interpretation Introduction

b) (CH3)2C=CHCH3

Interpretation:

Can (CH3)2C=CHCH3 exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.

Concept introduction:

The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.

To change:

Whether (CH3)2C=CHCH3 can exist as a pair of cis-trans isomers and to draw their structures with the geometry.

Interpretation Introduction

c) CH3CH2CH=CHCH3

Interpretation:

Can CH3CH2CH=CHCH3 exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.

Concept introduction:

The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.

To state:

Whether CH3CH2CH=CHCH3 can exist as a pair of cis-trans isomers and to draw their structures with the geometry.

Interpretation Introduction

d) (CH3)2C=C(CH3)CH2CH3

Interpretation:

Can (CH3)2C=C(CH3)CH2CH3 exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.

Concept introduction:

The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.

To state:

Whether (CH3)2C=C(CH3)CH2CH3 can exist as a pair of cis-trans isomers and to draw their structures with the geometry.

Interpretation Introduction

e) ClCH=CHCl

Interpretation:

Can ClCH=CHCl exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.

Concept introduction:

The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.

To state:

Whether ClCH=CHCl can exist as a pair of cis-trans isomers and to draw their structures with the geometry.

Interpretation Introduction

f) BrCH=CHCl

Interpretation:

Can BrCH=CHCl exist as pairs of cis-trans isomer is to be stated. If so, the structures of cis-trans pair are to be drawn indicating their geometry.

Concept introduction:

The lack of rotation around carbon-carbon double bonds leads to cis-trans isomerism. The requirement is that both the carbons in double bond should be bonded to different substituents. Compounds that have one of their doubly bonded carbons bonded to identical substituents cannot exist as cis-trans isomers.

To state:

Whether BrCH=CHCl can exist as a pair of cis-trans isomers and to draw their structures with the geometry.

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Chapter 7 Solutions

Organic Chemistry

Ch. 7.5 - Which member in each of the following sets ranks...Ch. 7.5 - Prob. 12PCh. 7.5 - Prob. 13PCh. 7.5 - Prob. 14PCh. 7.6 - Prob. 15PCh. 7.8 - Prob. 16PCh. 7.8 - Prob. 17PCh. 7.9 - Show the structures of the carbocation...Ch. 7.9 - Draw a skeletal structure of the following...Ch. 7.10 - Prob. 20PCh. 7.11 - On treatment with HBr, vinylcyclohexane undergoes...Ch. 7.SE - Prob. 22VCCh. 7.SE - Prob. 23VCCh. 7.SE - The following carbocation is an intermediate in...Ch. 7.SE - Prob. 25VCCh. 7.SE - Predict the major product and show the complete...Ch. 7.SE - Prob. 27MPCh. 7.SE - When 1, 3-butadiene reacts with one mole of HBr,...Ch. 7.SE - When methyl vinyl ether reacts with a strong acid,...Ch. 7.SE - Addition of HCl to 1-isopropylcyclohexene yields a...Ch. 7.SE - Addition of HCl to...Ch. 7.SE - Limonene, a fragrant hydrocarbon found in lemons...Ch. 7.SE - Prob. 33MPCh. 7.SE - Calculate the degree of unsaturation in the...Ch. 7.SE - Prob. 35APCh. 7.SE - Prob. 36APCh. 7.SE - Name the following alkenes:Ch. 7.SE - Draw structures corresponding to the following...Ch. 7.SE - Prob. 39APCh. 7.SE - Prob. 40APCh. 7.SE - Prob. 41APCh. 7.SE - Prob. 42APCh. 7.SE - Prob. 43APCh. 7.SE - Draw and name the 17 alkene isomers, C6H12,...Ch. 7.SE - Prob. 45APCh. 7.SE - Prob. 46APCh. 7.SE - Which of the following E, Z designations are...Ch. 7.SE - Prob. 48APCh. 7.SE - trans-2-Butene is more stable than cis-2-butene by...Ch. 7.SE - Prob. 50APCh. 7.SE - Normally, a trans alkene is more stable than its...Ch. 7.SE - trans-Cyclooctene is less stable than...Ch. 7.SE - Prob. 53APCh. 7.SE - Prob. 54APCh. 7.SE - Use Hammond’s Postulate to determine which...Ch. 7.SE - Prob. 56APCh. 7.SE - Predict the major product in each of the following...Ch. 7.SE - Prob. 58APCh. 7.SE - Prob. 59APCh. 7.SE - Prob. 60APCh. 7.SE - Allene (1,2-propadiene), H2C=C=CH2, has two...Ch. 7.SE - The heat of hydrogenation for allene (Problem...Ch. 7.SE - Retin A, or retinoic acid, is a medication...Ch. 7.SE - Prob. 64APCh. 7.SE - tert-Butyl esters [RC02C(CH3)3] are converted into...Ch. 7.SE - Vinylcyclopropane reacts with HBr to yield a...Ch. 7.SE - Prob. 67APCh. 7.SE - Prob. 68APCh. 7.SE - Prob. 69APCh. 7.SE - Prob. 70APCh. 7.SE - Prob. 71APCh. 7.SE - Reaction of 2, 3-dimethyl-l-butene with HBr leads...
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