1. Chapter 14: Aromatic Compounds
CH 14-1: Nomenclature of Substituted Benzene
Nomenclature of substituted benzenes
What is so special about the “aromaticity” of benzene rings? (conjugation, delocalization, resonance, Huckel’s Rule)
Examples of aromatic compounds and ions
IR & NMR of benzene

2. Nomenclature of Benzene
Mono-Substituted Benzene (“benzene” is the parent name): substituent name + benzene
Abbreviations for the phenyl ring as a substituent:
-Ph
-C6H5 -f
Cyclopropyl benzene
Chloro benzene
Ethyl benzene
Phenyl lbenzene

3. Nomenclature of Benzene
Benzene as a substituent group:
(2R,3R)-
3-phenyl-2-pentanol
trans-4-chloro-1-phenyl-1-butene

4. Nomenclature of Benzene
Common Names (you must learn these):
phenol
benzaldehyde
toluene
benzoic acid
benzyl alcohol
acetophenone
benzyl bromide

5. Nomenclature of Benzene
Di-substituted benzene. ID the “parent”. You can use “benzene”, or combine a substituent with benzene as the parent.
Then use the lowest numbering system or ortho, meta, para designations:
1-bromo-3-chloro benzene, or
3-chloro-bromobenzene, or
meta-chloro-bromobenzene
4-ethyl phenol, or
para-ethyl phenol

6. Nomenclature of Benzene
Multi-substituted benzene (3 or more substituents). ID the “parent”. You can use “benzene”, or combine a substituent with benzene as the parent.
Then use the lowest numbering system (not o, m, p), listing substituents alphabetically:
1-bromo-3-ethyl-4-methyl benzene OR
3-ethyl-4-methyl-bromobenzene
4-bromo-2-ethyl toluene