厦门大学化学化工学院：《有机化学》课程教学资源（课件讲稿，双语版）Chapter 15 Reactions of Aromatic Compounds（15.6-15.9）Friedel-Crafts Alkylation

ORGANIC CHEMISTRY Chapter 15 15.6 Friedel-Crafts Alkylation Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 15.6 Friedel-Crafts Alkylation

ORGANIC CHEMISTRY Chapter 15 HBA个 tCCT ABCC le①DH41R4B + (CH3)CHCI+ AlCl3-(CH3)CH AICI A∠CHCH3)2 +(Ch3)CH alcl H H CH(CH3)2 Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 CH2CH3 +CH3CH2Br + HBr CH(CH3)2 +(CH3)CHCl + HCl Catalyst Lewis acids:FeCl3, SnCl4, ZnCl2, HF, H2SO4, H3PO4, BF3 AlCl3 AlCl3 CH(CH3)2 H (CH3)CHCl + AlCl3 (CH3)CH AlCl4 (CH3)CH AlCl + 4 H CH(CH3)2

ORGANIC CHEMISTRY Chapter 15 o Many other pairs of reagents that form cabocations(or carbocationlike species) may be used as well +CTCR +( F八 Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 Many other pairs of reagents that form cabocations (or carbocationlike species) may be used as well. CH2CH3 +CH3CH2OH +H2O +CH2 CH2 95 CH2CH3 +CH3CHCH2 95 CH(CH3)2 AlCl3 H2SO4 HCl AlCl3 HCl + CH3C CH2 CH3 H2SO4 C(CH3)3 (CH3)3COH

ORGANIC CHEMISTRY Chapter 15 15.7 Friedel-Crafts Acylation Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 15.7 Friedel-Crafts Acylation

ORGANIC CHEMISTRY Chapter 15 C-R AlCl3 tr-c--cl +hcl (RCO2O C-CH AlC t ch2-c--ci +hcl 80 acetyl chloride Acetophenone 乙酰氯 苯乙酮 Department of Chemistry, Xiamen University

ORGANIC CHEMISTRY Department of Chemistry, Xiamen University Chapter 15 + R C Cl O C R O + HCl AlCl3 (RCO)2O AlCl3 + CH3 C Cl O C CH3 O + HCl 80 Acetyl chloride Acetophenone 乙酰氯 苯乙酮