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.