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Chapter 14: Aromatic Compounds

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.

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Chapter 14: Aromatic Compounds

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  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): benzaldehyde phenol benzoic acid toluene 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 OR 4-bromo-2-ethyl toluene

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