PARAMETERS AFFECTING VARIABLE ISOMER DISTRIBUTION IN FRIEDEL-CRAFTS ACETYLATION OF HEMIMELLITENE

被引:16
作者
FRIEDMAN, L
HONOUR, RJ
机构
[1] Department of Chemistry, Case Western Reserve University, Cleveland
关键词
D O I
10.1021/ja01051a027
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The ratio of isomers derived from the aluminum chloride catalyzed acetylation (acetyl chloride) of hemimellitene (1) (1,2,3-trimethylbenzene) is strongly dependent upon (1) the mode of addition of reagents, (2) overall concentration of reactants, (3) the Lewis acid catalyst, and (4) solvent. Under appropriate conditions, formation of either isomer (>95% purity) can be readily achieved. Utilizing the same reaction parameters, other representative aromatic hydrocarbons were acetylated, and their isomer distributions determined. The mechanistic implications of the results of acetylation are discussed. © 1969, American Chemical Society. All rights reserved.
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页码:6344 / &
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