Aromatics.doc - PSYORG 2 Organic Chemistry for Psychology\/Biology Students AROMATIC COMPOUNDS I WHAT ARE AROMATIC COMPOUNDS They are compounds

Aromatics.doc - PSYORG 2 Organic Chemistry for...

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PSYORG 2 Organic Chemistry for Psychology/Biology Students AROMATIC COMPOUNDS I. WHAT ARE AROMATIC COMPOUNDS? They are compounds significantly stabilized by electron delocalization (resonance) The largest member of this group of compounds are benzene derived compounds For a compound to be considered aromatic it must satisfy all of the following criteria: 1. It must be cyclic and conjugated (It must allow continuous electron delocalization) 2. It must be planar (sp 2 hybridized) 3. It must satisfy the Huckel Rule Huckel Rule : # e’s = 4 n + 2 electrons; where “ n ” must be an integer for aromatic systems EXERCISE 1: Which of the following compounds are aromatic? + N NH II. STRUCTURE AND STABILITY OF BENZENE Benzene and aromatic compounds have unhybridized “p” orbitals adjacent to each other in a ring system. These orbitals are perpendicular to each other since every carbon where they are found are sp2 hybridized. This allows continuous electron delocalization through the unhybridized orbitals. unhybridized p orbital sp2 hybridized carbon; trigonal planar III. NOMENCLATURE OF BENZENE COMPOUNDS A. Monosubstituted Benzene 1. Common names are given to many monosubstituted benzenes CH 3 Toluene OCH 3 Anisole CHO Benzaldehyde COOH Benzoic acid OH Phenol NH 2 Aniline CH CH 2 Styrene NHCCH 3 O Acetanilide CH 2 OH Benzyl CCH 3 O Acetophenone 1
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Alcohol 2.
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