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.

Question

Draw both condensed and line structures corresponding to the following IUPAC names:(a) 3-Methylhept-1-ene (b) 4,4-Dimethylpent-2-yne(c) 2-Methylhex-3-ene (d) 1,3,3-Trimethylcyclohexene

Answer 1

Question

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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Draw both condensed and line structures corresponding to the following IUPAC names:(a) 3-Methylhept-1-ene (b) 4,4-Dimethylpent-2-yne(c) 2-Methylhex-3-ene (d) 1,3,3-Trimethylcyclohexene

Draw structures corresponding to the following IUPAC names: (d) 4-Ethyl-2-propyloctanoic acid (e) 2-Cyclobutenecarbonitrile

Draw the structures for the following compounds.(a) 3-benzyl-4-bromohexane , 4,4-dimethylcyclohexene(b) trans-4,5-dibromohex-2-ene , cis-1,1-dibromo-2-ethyl-2,3-dimethylcyclobutane

Answer 2

Question

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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Answer 3

Question

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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Answer 4

Question

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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Answer 5

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.

Answer 6

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.

Answer 7

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.

Answer 8

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.

Answer 9

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.

Answer 10

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.

Answer 11

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.

Answer 12

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.

Answer 13

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.

Answer 14

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Answer 15

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Answer 16

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Answer 18

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Answer 19

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Answer 20

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Answer 21

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Answer 22

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Answer 24

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Answer 25

Ch. 7.2 - Calculate the degree of unsaturation in each of...Ch. 7.2 - Prob. 2P Ch. 7.2 - Diazepam, marketed as an antianxiety medication...Ch. 7.3 - Give IUPAC names for the following compounds:Ch. 7.3 - Prob. 5P Ch. 7.3 - Prob. 6P Ch. 7.3 - Prob. 7P Ch. 7.4 - Prob. 8P Ch. 7.4 - Prob. 9P Ch. 7.4 - Prob. 10P

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

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Chapter 7 Solutions