Chapter15 - Aromatic Compounds 15 Benzene and Aromaticity...

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1 15. Benzene and Aromaticity Based on McMurry’s Organic Chemistry , 6 th edition 2 Aromatic Compounds Aromatic was used to described some fragrant compounds in early 19 th century Not correct: later they are grouped by chemical behavior (unsaturated compounds that undergo substitution rather than addition) Current: distinguished from aliphatic compounds by electronic configuration 3 15.1 Sources of Aromatic Hydrocarbons From high temperature distillation of coal tar Heating petroleum at high temperature and pressure over a catalyst 4 15.2 Naming Aromatic Compounds Many common names (toluene = methylbenzene; aniline = aminobenzene) Monosubstituted benzenes systematic names as hydrocarbons with – benzene C 6 H 5 Br = bromobenzene C 6 H 5 NO 2 = nitrobenzene, and C 6 H 5 CH 2 CH 2 CH 3 is propylbenzene
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