有机化学orcan⊙⊙IEMISTRY 支研a美微情g70290 理学院化素理莉犊多黑 Organic Chemistry,6th Edition L.G.Wade,Jr. Chapter 17 18 Aromatic chemistry Key Notes Aromaticity;Resonance Structure;Hickelrule Electrophilic substitutions;Deactivating group; Homework.17-1417-16(b),:17-22P580》 18-23,18-25,P624》
Chapter 17 & 18 Aromatic chemistry Organic Chemistry, 6th Edition L. G. Wade, Jr. Key Notes Aromaticity; Resonance Structure; Hückel rule; Electrophilic substitutions; Deactivating group; 有机化学ORGANIC CHEMISTRY 主讲：王俊儒 87092829(O) 理学院应化系理科楼2层C206 Homework：17-14; 17-16（b）; 17-22; (P580） 18-23; 18-25;(P624）
CONTENT 侣用 Structure Physical Properties Aromaticity reactivity Preparation of Ar compounds Electrophilic substitutions Effects of substituents on E.S. -Synthesis of mono-,di-and tri-substituted benzenes Other reactions -Oxidation and reduction -Nucleophilic Substitution
CONTENT ❖Structure & Physical Properties ❖Aromaticity & reactivity ❖Preparation of Ar compounds ❖Electrophilic substitutions ❖Effects of substituents on E.S. ◼Synthesis of mono-, di- and tri-substituted benzenes ❖Other reactions ◼Oxidation and reduction ◼Nucleophilic Substitution
Sec 1 Structure Physical Properties Discovery of Benzene Isolated in 1825 by Michael Faraday who determined C:H ratio to be 1:1. -Synthesized in 1834 by Eilhard Mitscherlich who determined molecular formula to be C6H6. -Other related compounds with low C:H ratios had a pleasant smell,so they were classified as aromatic
Sec 1 Structure & Physical Properties ❖Discovery of Benzene ◼Isolated in 1825 by Michael Faraday who determined C:H ratio to be 1:1. ◼Synthesized in 1834 by Eilhard Mitscherlich who determined molecular formula to be C6H6 . ◼Other related compounds with low C:H ratios had a pleasant smell, so they were classified as aromatic
AdGif-UNREGIST Kekule Structure Proposed in 1866 by Friedrich Kekule,shortly after multiple bonds were suggested. Failed to explain existence of only one isomer of 1,2-dichlorobenzene. all C-C bond double bond lengths 1.397 A 1.34A single bond 1.48A resonance representation bond order=l片 butadiene combined representation Copyright 2010 Pearson Prentice Hall,Inc
KekuléStructure ❖Proposed in 1866 by Friedrich Kekulé, shortly after multiple bonds were suggested. ❖Failed to explain existence of only one isomer of 1,2-dichlorobenzene
Resonance Structure Each sp2 hybridized C in the ring has an unhybridized p orbital perpendicular to the ring which overlaps around the ring. AdGif-UNREGISTERED 1.397A H 120°
Resonance Structure ❖Each sp2 hybridized C in the ring has an unhybridized p orbital perpendicular to the ring which overlaps around the ring