Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 7.3, Problem 5P
Interpretation Introduction

a) 2-Methyl-1, 5-hexadiene

Interpretation:

The structure corresponding to the IUPAC name 2-Methyl-1, 5-hexadiene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound – the alkene name ends with the suffix –ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the IUPAC name 2-Methyl-1, 5-hexadiene.

Interpretation Introduction

b) 3-Ethyl-2, 2-dimethyl-3-heptene

Interpretation:

The structure corresponding to the IUPAC name 3-Ethyl-2, 2-dimethyl-3-heptene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound – the alkene name ends with the suffix –ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the IUPAC name 3-Ethyl-2, 2-dimethyl-3-heptene.

Interpretation Introduction

c) 2, 3, 3-trimethyl-1, 4, 6-octatriene

Interpretation:

The structure corresponding to the IUPAC name 2, 3, 3-trimethyl-1, 4, 6-octatriene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound – the alkene name ends with the suffix –ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the IUPAC name 2, 3, 3-trimethyl-1, 4, 6-octatriene.

Interpretation Introduction

d) 3, 4-Diisopropyl-2, 5-dimethyl-3-hexene

Interpretation:

The structure corresponding to the IUPAC name 3, 4-diisopropyl-2, 5-dimethyl-3-hexene is to be drawn.

Concept introduction:

The longest carbon chain containing the double bond to be chosen. Based on the name of the parent compound – the alkene name ends with the suffix –ene. The chain is to be numbered from the end that gives the lowest number to the carbon in double bond. Substituents are to be numbered according to their positions in the chain and listed alphabetically. The position of the double bond is indicated by giving the number of the first alkene carbon before the name of the parent name. If more than one double bond is present, their positions are indicated with the suffixes -diene, -triene and so on.

To draw:

The structure corresponding to the IUPAC name 3, 4-diisopropyl-2, 5-dimethyl-3-hexene.

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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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