JoVE Logo

Entrar

When more than one substituent is present on the benzene ring, the IUPAC nomenclature depends on the number of substituents present.

For disubstituted benzene derivatives, with two groups attached to the benzene ring, three constitutional isomers are possible. For example, consider dimethyl benzene, often called xylene, where the second methyl group can be substituted at the second, third, or fourth carbon. The relative position of the substituents is represented by prefixes ortho, meta, or para. These terms can also be represented with a single letter; ortho as ‘o’, meta as ‘m’, and para as ‘p.’ Numbers can also be used to indicate the relative position of the attached groups such as 1,2- for ortho, 1,3- for meta, and 1,4- for para. For example, the three different structures possible for dimethyl benzene are shown below.

Figure1

If the two substituents are different, they are numbered and listed in alphabetical order as a prefix to the benzene.

Figure2

When one of the substituents is part of a common name, the compound is named as a derivative of that parent compound.

Figure3

Polysubstituted benzene derivatives have three or more substituents attached to the benzene ring. To name them, numbers are used to indicate the relative positions of attached groups, and the lowest possible numbers are assigned to each group, as shown below.

Figure4

Finally, the substituents are alphabetically ordered as a prefix to the benzene, as shown below.

Figure5

When one of the substituents imparts a common name, it is given locant 1, and the molecule is named as a derivative of that parent compound, as shown below.

Figure6

Tags

Aromatic CompoundsNomenclatureIUPAC NomenclatureDisubstituted BenzeneConstitutional IsomersDimethyl BenzeneXyleneOrthoMetaParaPolysubstituted BenzeneSubstituentsAlphabetical OrderCommon Name

Do Capítulo 17:

article

Now Playing

17.3 : Nomenclatura de Compostos Aromáticos com Múltiplos Substituintes

Compostos Aromáticos

7.3K Visualizações

article

17.1 : Compostos Aromáticos: Visão Geral

Compostos Aromáticos

10.0K Visualizações

article

17.2 : Nomenclatura de Compostos Aromáticos com um Único Substituinte

Compostos Aromáticos

7.6K Visualizações

article

17.4 : Estrutura do Benzeno: Modelo Kekulé

Compostos Aromáticos

8.2K Visualizações

article

17.5 : Estrutura do Benzeno: Modelo Orbital Molecular

Compostos Aromáticos

8.6K Visualizações

article

17.6 : Critérios para Aromaticidade e a Regra 4n + 2 de Hückel

Compostos Aromáticos

9.9K Visualizações

article

17.7 : Diagrama da Regra dos OMs π de Hückel: Círculo de Frost

Compostos Aromáticos

4.2K Visualizações

article

17.8 : Círculo de Frost para Diferentes Sistemas Conjugados

Compostos Aromáticos

2.5K Visualizações

article

17.9 : Ânions de Hidrocarbonetos Aromáticos: Visão Estrutural

Compostos Aromáticos

2.6K Visualizações

article

17.10 : Cátions de Hidrocarbonetos Aromáticos: Visão Estrutural

Compostos Aromáticos

2.6K Visualizações

article

17.11 : Compostos Aromáticos Heterocíclicos de Cinco Membros: Visão Geral

Compostos Aromáticos

3.6K Visualizações

article

17.12 : Espectroscopia de RMN de Compostos Aromáticos

Compostos Aromáticos

4.3K Visualizações

JoVE Logo

Privacidade

Termos de uso

Políticas

Pesquisa

Educação

SOBRE A JoVE

Copyright © 2025 MyJoVE Corporation. Todos os direitos reservados