Chapter 13, Problem 13.110EP

Assign each of the compounds in Problem 13-108 an IUPAC name in which the substituents on the benzene ring are located using the ortho-, meta-, para-prefix system.

Interpretation Introduction

Interpretation:

The IUPAC name has to be given for the disubstituted benzene derivative by using ortho-, meta-, para- prefix system.

Concept Introduction:

When hydrogen atoms are replaced by one or more groups in benzene is known as substitution reaction and the compounds produced is benzene derivatives.

Benzene derivative with one substituent:

IUPAC system of naming monosubstituted benzene derivatives uses the name of substituent as prefix to the name benzene. If the group that is present in benzene cannot be named easily means, then the benzene ring is often treated as group attached to this substituent. The benzene ring is known as phenyl in this approach.

Benzene derivative with two substituents:

When benzene ring contains two substituents it is known as disubstituted benzene derivative. Three isomers are possible for the disubstituted benzene derivative. The prefix used in IUPAC name are,

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

When both the substituents present on the benzene ring imparts a special name, where all the substituents are cited in alphabetical order before the ending –benzene. The carbon that bears the group with alphabetical priority is given number 1.

Benzene derivatives with three or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered. The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible. If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

Answer to Problem 13.110EP

The IUPAC name of the given compound is p-bromofluorobenzene.

Explanation of Solution

Given structure is,

From the structure given above, it is found a fluorine atom and a bromine atom are present as substituent. The numbering has to be given so that the substituents get the least numbering. The numbering has to be given considering the alphabetical order of the substituents. This puts the bromine in number 1 and fluorine in number 4. As the substituents are present in first and fourth position, prefix para- can be used to name the compound. Therefore, the IUPAC name can be given as p-bromofluorobenzene.

The IUPAC name can be given as p-bromofluorobenzene.

Conclusion

The correct IUPAC name for the given compound is given.

Interpretation Introduction

Interpretation:

The IUPAC name has to be given for the disubstituted benzene derivative by using ortho-, meta-, para- prefix system.

Concept Introduction:

When hydrogen atoms are replaced by one or more groups in benzene is known as substitution reaction and the compounds produced is benzene derivatives.

Benzene derivative with one substituent:

IUPAC system of naming monosubstituted benzene derivatives uses the name of substituent as prefix to the name benzene. If the group that is present in benzene cannot be named easily means, then the benzene ring is often treated as group attached to this substituent. The benzene ring is known as phenyl in this approach.

Benzene derivative with two substituents:

When benzene ring contains two substituents it is known as disubstituted benzene derivative. Three isomers are possible for the disubstituted benzene derivative. The prefix used in IUPAC name are,

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

When both the substituents present on the benzene ring imparts a special name, where all the substituents are cited in alphabetical order before the ending –benzene. The carbon that bears the group with alphabetical priority is given number 1.

Benzene derivatives with three or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered. The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible. If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

Answer to Problem 13.110EP

The IUPAC name of the given compound is m-ethylpropylbenzene.

Explanation of Solution

Given structure is,

From the structure given above, it is found an ethyl group and a propyl group is present as substituents. The numbering has to be given so that the substituents get the least numbering. The numbering has to be given considering the alphabetical order of the substituents. This puts the ethyl in number 1 and propyl in number 3. As the susbtituents are present in first and third carbon atom, meta- can be used in the name as prefix. Therefore, the IUPAC name can be given as m-ethylpropylbenzene.

The IUPAC name can be given as m-ethylpropylbenzene.

Conclusion

The correct IUPAC name for the given compound is given.

Interpretation Introduction

Interpretation:

The IUPAC name has to be given for the disubstituted benzene derivative by using ortho-, meta-, para- prefix system.

Concept Introduction:

When hydrogen atoms are replaced by one or more groups in benzene is known as substitution reaction and the compounds produced is benzene derivatives.

Benzene derivative with one substituent:

IUPAC system of naming monosubstituted benzene derivatives uses the name of substituent as prefix to the name benzene. If the group that is present in benzene cannot be named easily means, then the benzene ring is often treated as group attached to this substituent. The benzene ring is known as phenyl in this approach.

Benzene derivative with two substituents:

When benzene ring contains two substituents it is known as disubstituted benzene derivative. Three isomers are possible for the disubstituted benzene derivative. The prefix used in IUPAC name are,

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

When both the substituents present on the benzene ring imparts a special name, where all the substituents are cited in alphabetical order before the ending –benzene. The carbon that bears the group with alphabetical priority is given number 1.

Benzene derivatives with three or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered. The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible. If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

Answer to Problem 13.110EP

The IUPAC name of the given compound is o-diethylbenzene.

Explanation of Solution

Given structure is,

From the structure given above, it is found two ethyl groups are present as substituent. The numbering has to be given so that the substituents get the least numbering. This puts one ethyl group in position 1 and another ethyl group in position 2. As the groups substituted are identical, alphabetical order does not play a part but prefix di- has to be added. The groups that are substituted is present in first and second carbon atom. Hence, prefix ortho- can be used to name the compound. Therefore, the IUPAC name can be given as o-diethylbenzene.

The IUPAC name can be given as o-diethylbenzene.

Conclusion

The correct IUPAC name for the given compound is given.

Interpretation Introduction

Interpretation:

The IUPAC name has to be given for the disubstituted benzene derivative by using ortho-, meta-, para- prefix system.

Concept Introduction:

When hydrogen atoms are replaced by one or more groups in benzene is known as substitution reaction and the compounds produced is benzene derivatives.

Benzene derivative with one substituent:

IUPAC system of naming monosubstituted benzene derivatives uses the name of substituent as prefix to the name benzene. If the group that is present in benzene cannot be named easily means, then the benzene ring is often treated as group attached to this substituent. The benzene ring is known as phenyl in this approach.

Benzene derivative with two substituents:

When benzene ring contains two substituents it is known as disubstituted benzene derivative. Three isomers are possible for the disubstituted benzene derivative. The prefix used in IUPAC name are,

Ortho- means disubstitution in 1,2

Meta- means disubstitution in 1,3

Para- means disubstitution in 1,4

When both the substituents present on the benzene ring imparts a special name, where all the substituents are cited in alphabetical order before the ending –benzene. The carbon that bears the group with alphabetical priority is given number 1.

Benzene derivatives with three or more substituents:

More than two groups are present in the benzene ring means, their positions are numbered. The numbering is always done in a way that the carbon atom bearing substituent gets the lowest numbering possible. If there is a choice of numbering system, then the group that comes alphabetically first is given the lowest number.

Answer to Problem 13.110EP

The IUPAC name of the given compound is o-dimethylbenzene.

Explanation of Solution

Given structure is,

From the structure given above, it is found two methyl groups are present as substituent. The numbering has to be given so that the substituents get the least numbering. This puts one methyl group in position 1 and another methyl group in position 2. As the groups substituted are identical, alphabetical order does not play a part but prefix di- has to be added. The groups that are substituted is present in first and second carbon atom. Hence, prefix ortho- can be used to name the compound. Therefore, the IUPAC name can be given as o-dimethylbenzene.

The IUPAC name can be given as o-dimethylbenzene.

Conclusion

The correct IUPAC name for the given compound is given.