a) p-bromochlorobenzene Interpretation: The structure of the compound with IUPAC name p-bromochlorobenzene is to be given. Concept introduction: Disubstituted benzenes are named using the prefixes ortho (o), meta (m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2-relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically. To draw: The structure of the compound with IUPAC name p-bromochlorobenzene.

Question

Which one of the following statements explain why protecting groups are referred to as “a necessary evil in organic synthesis”? Question 12Select one or more: A. They increase the length and cost of the synthesis B. Every synthesis employs protecting groups C. Protecting group have no role to play in a synthesis D. They minimize the formation of side products

Answer 1

Question

Chapter 15.1, Problem 3P

Interpretation Introduction

a) p-bromochlorobenzene

Interpretation:

The structure of the compound with IUPAC name p-bromochlorobenzene is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta (m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2-relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name p-bromochlorobenzene.

Interpretation Introduction

b) p-bromotoluene

Interpretation:

The structure of the compound with IUPAC name p-bromotoluene is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name p-bromotoluene.

Interpretation Introduction

c) m-chloroaniline

Interpretation:

The structure of the compound with IUPAC name m-chloroaniline is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name m-chloroaniline.

Interpretation Introduction

d) 1-chloro-3,5-dimethylbenzene

Interpretation:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene.

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Which one of the following statements explain why protecting groups are referred to as “a necessary evil in organic synthesis”? Question 12Select one or more: A. They increase the length and cost of the synthesis B. Every synthesis employs protecting groups C. Protecting group have no role to play in a synthesis D. They minimize the formation of side products

Which of the following attributes is a key advantage of the chiral auxiliary approach over the chiral pool approach in asymmetric synthesis? Question 10Select one: A. Chiral auxiliaries are cheaper than chiral pool substrates B. Chiral auxiliary can be recovered and recycled unlike chiral pool substrates. C. The use of chiral auxiliaries provide enantiopure products, while chiral pool reactions are only enantioselective D. The chiral auxiliaries are naturally occurring and do not require synthesis

In the following molecule, indicate the hybridization and shape of the indicated atoms. CH3 CH3 H3C HO: CI:

Answer 2

Question

Chapter 15.1, Problem 3P

Interpretation Introduction

a) p-bromochlorobenzene

Interpretation:

The structure of the compound with IUPAC name p-bromochlorobenzene is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta (m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2-relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name p-bromochlorobenzene.

Interpretation Introduction

b) p-bromotoluene

Interpretation:

The structure of the compound with IUPAC name p-bromotoluene is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name p-bromotoluene.

Interpretation Introduction

c) m-chloroaniline

Interpretation:

The structure of the compound with IUPAC name m-chloroaniline is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name m-chloroaniline.

Interpretation Introduction

d) 1-chloro-3,5-dimethylbenzene

Interpretation:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene.

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Answer 3

Question

Chapter 15.1, Problem 3P

Interpretation Introduction

a) p-bromochlorobenzene

Interpretation:

The structure of the compound with IUPAC name p-bromochlorobenzene is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta (m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2-relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name p-bromochlorobenzene.

Interpretation Introduction

b) p-bromotoluene

Interpretation:

The structure of the compound with IUPAC name p-bromotoluene is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name p-bromotoluene.

Interpretation Introduction

c) m-chloroaniline

Interpretation:

The structure of the compound with IUPAC name m-chloroaniline is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name m-chloroaniline.

Interpretation Introduction

d) 1-chloro-3,5-dimethylbenzene

Interpretation:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene.

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Answer 4

Question

Chapter 15.1, Problem 3P

Interpretation Introduction

a) p-bromochlorobenzene

Interpretation:

The structure of the compound with IUPAC name p-bromochlorobenzene is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta (m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2-relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name p-bromochlorobenzene.

Interpretation Introduction

b) p-bromotoluene

Interpretation:

The structure of the compound with IUPAC name p-bromotoluene is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name p-bromotoluene.

Interpretation Introduction

c) m-chloroaniline

Interpretation:

The structure of the compound with IUPAC name m-chloroaniline is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name m-chloroaniline.

Interpretation Introduction

d) 1-chloro-3,5-dimethylbenzene

Interpretation:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene.

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Answer 5

Chapter 15.1, Problem 3P

Interpretation Introduction

a) p-bromochlorobenzene

Interpretation:

The structure of the compound with IUPAC name p-bromochlorobenzene is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta (m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2-relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name p-bromochlorobenzene.

Interpretation Introduction

b) p-bromotoluene

Interpretation:

The structure of the compound with IUPAC name p-bromotoluene is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name p-bromotoluene.

Interpretation Introduction

c) m-chloroaniline

Interpretation:

The structure of the compound with IUPAC name m-chloroaniline is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name m-chloroaniline.

Interpretation Introduction

d) 1-chloro-3,5-dimethylbenzene

Interpretation:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene.

Answer 6

Chapter 15.1, Problem 3P

Interpretation Introduction

a) p-bromochlorobenzene

Interpretation:

The structure of the compound with IUPAC name p-bromochlorobenzene is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta (m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2-relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name p-bromochlorobenzene.

Answer 7

Chapter 15.1, Problem 3P

Interpretation Introduction

a) p-bromochlorobenzene

Interpretation:

The structure of the compound with IUPAC name p-bromochlorobenzene is to be given.

Concept introduction:

Disubstituted benzenes are named using the prefixes ortho (o), meta (m) and para (p). An ortho-disubstituted benzene has its two substituent groups in a 1,2-relationship on the ring. A meta-disubstituted benzene has its two substituent groups in a 1,3-relationship on the ring. A para-disubstituted benzene has its two substituent groups in a 1,4-relationship on the ring. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name p-bromochlorobenzene.

Answer 8

Interpretation Introduction

b) p-bromotoluene

Interpretation:

The structure of the compound with IUPAC name p-bromotoluene is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name p-bromotoluene.

Answer 9

Interpretation Introduction

b) p-bromotoluene

Interpretation:

The structure of the compound with IUPAC name p-bromotoluene is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name p-bromotoluene.

Answer 10

Interpretation Introduction

c) m-chloroaniline

Interpretation:

The structure of the compound with IUPAC name m-chloroaniline is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name m-chloroaniline.

Answer 11

Interpretation Introduction

c) m-chloroaniline

Interpretation:

The structure of the compound with IUPAC name m-chloroaniline is to be given.

Concept introduction:

Compounds with an amino group attached to a benzene ring are named as a derivative of aniline. Substituted anilines are named using the prefixes ortho (o), meta (m) and para (p). An ortho-substituted aniline has an another substituent in a 1,2-relationship on the ring. A meta-disubstituted aniline has an another substituent in a 1,3-relationship on the ring. A para-disubstituted aniline has another substituent in a 1,4-relationship on the ring.

To draw:

The structure of the compound with IUPAC name m-chloroaniline.

Answer 12

Interpretation Introduction

d) 1-chloro-3,5-dimethylbenzene

Interpretation:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene.

Answer 13

Interpretation Introduction

d) 1-chloro-3,5-dimethylbenzene

Interpretation:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene is to be given.

Concept introduction:

Benzene with more than two substituent groups are named choosing a point of attachment ac carbon 1 and numbering the substituent groups on the ring so that the second substituent has as low number as possible. If ambiguity still exists, numbering is done such that the third and fourth substituent groups have a number as low as possible, until a point of difference is obtained. While writing the name the substituent groups are arranged alphabetically.

To draw:

The structure of the compound with IUPAC name 1-chloro-3,5-dimethylbenzene.

Answer 14

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Ch. 15.1 - Prob. 1P Ch. 15.1 - Give IUPAC names for the following compounds:Ch. 15.1 - Prob. 3P Ch. 15.2 - Pyridine is a flat, hexagonal molecule with bond...Ch. 15.3 - Prob. 5P Ch. 15.4 - Draw the five resonance structures of the...Ch. 15.4 - Prob. 7P Ch. 15.4 - Prob. 8P Ch. 15.5 - Prob. 9P Ch. 15.5 - Prob. 10P

Chapter 15 Solutions