Chapter 17, Problem 17.4P

Interpretation Introduction

(a)

Interpretation: The structure corresponding to given IUPAC name of a compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for benzene derivatives are:

1. When the ring is mono-substituted, then there is no need of numbering.

2. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

3. When the ring is substituted with different substituents, then the numbering is done on the basis of priority.

4. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.4P

The structure corresponding to given compound is,

Figure 1

Explanation of Solution

The IUPAC name of the compound is isobutyl benzene. The parent ring is benzene. $\text{2-methylpropyl}$ is isobutyl group which is present on first carbon. Hence, the structure of the compound is,

Figure 1

Conclusion

The structure corresponding to given compound is shown in Figure 1.

Interpretation Introduction

(b)

Interpretation: The structure corresponding to given IUPAC name of a compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for benzene derivatives are:

1. When the ring is mono-substituted, then there is no need of numbering.

2. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

3. When the ring is substituted with different substituents, then the numbering is done on the basis of priority.

4. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.4P

The structure corresponding to given compound is,

Figure 2

Explanation of Solution

The IUPAC name of the compound is $o\text{-dichlorobenzene}$. The parent ring is benzene. Two chlorine atoms are adjacent to each other in benzene ring. Hence, the structure of the compound is,

Figure 2

Conclusion

The structure corresponding to given compound is shown in Figure 2.

Interpretation Introduction

(c)

Interpretation: The structure corresponding to given IUPAC name of a compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for benzene derivatives are:

1. When the ring is mono-substituted, then there is no need of numbering.

2. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

3. When the ring is substituted with different substituents, then the numbering is done on the basis of priority.

4. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.4P

The structure corresponding to given compound is,

Figure 3

Explanation of Solution

The IUPAC name of the compound is $cis\text{-l, 2-diphenylcyclohexane}$. The parent compound is cyclohexane. Two phenyl groups are present on first and second carbon atom. The orientation of these rings is in the same direction. Hence, the structure of the compound is,

Figure 3

Conclusion

The structure corresponding to given compound is shown in Figure 3.

Interpretation Introduction

(d)

Interpretation: The structure corresponding to given IUPAC name of a compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for benzene derivatives are:

1. When the ring is mono-substituted, then there is no need of numbering.

2. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

3. When the ring is substituted with different substituents, then the numbering is done on the basis of priority.

4. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.4P

The structure corresponding to given compound is,

Figure 4

Explanation of Solution

The IUPAC name of the compound is $\text{m-bromoaniline}$. The parent ring is aniline. Bromine atom is present on third carbon atom i.e. meta position. Hence, the structure of the compound is,

Figure 4

Conclusion

The structure corresponding to given compound is shown in Figure 4.

Interpretation Introduction

(e)

Interpretation: The structure corresponding to given IUPAC name of a compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for benzene derivatives are:

1. When the ring is mono-substituted, then there is no need of numbering.

2. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

3. When the ring is substituted with different substituents, then the numbering is done on the basis of priority.

4. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.4P

The structure corresponding to given compound is,

Figure 5

Explanation of Solution

The IUPAC name of the compound is $\text{4-chloro-1, 2-diethylbenzene}$. The parent ring is benzene. Chlorine atom is present on forth carbon and two ethyl groups are present on first and second carbon in benzene ring. Hence, the structure of the compound is,

Figure 5

Conclusion

The structure corresponding to given compound is shown in Figure 5.

Interpretation Introduction

(f)

Interpretation: The structure corresponding to given IUPAC name of a compound is to be drawn.

Concept introduction: IUPAC nomenclature is a systematic way of naming the organic compounds. The basic principles of IUPAC naming for benzene derivatives are:

1. When the ring is mono-substituted, then there is no need of numbering.

2. When the ring is substituted with same substituents, then numbering to one substituent is given and for other substituent, numbering proceed from clockwise or anticlockwise such that it gets lower number.

3. When the ring is substituted with different substituents, then the numbering is done on the basis of priority.

4. Substituents on benzene ring is also indicated using ortho, meta, para prefix. The prefix ortho is used when substituents are on adjacent carbon, meta is used when substituents are separated by one carbon atom, para is used when substituents are across each other in benzene ring.

Answer to Problem 17.4P

The structure corresponding to given compound is,

Figure 6

Explanation of Solution

The IUPAC name of the compound is $\text{3-tert-butyl-2-ethyltoluene}$. The parent ring is toluene. Ethyl group is present on second carbon and ethyl group is present on third carbon in benzene ring. Hence, the structure of the compound is,

Figure 6

Conclusion

The structure corresponding to given compound is shown in Figure 6.