双氰乙基偶氮化合物的合成及表征  

Synthesis and characterization of double-cyanoethyl azo compounds

作　　者：唐智勇[1] 赵莹[1] 胡云楚[1] 孙丽[1] 刘伟[1] 

机构地区：[1]中南林业科技大学应用化学研究所,湖南长沙410004

出　　处：《化学试剂》2011年第1期22-24,共3页Chemical Reagents

基　　金：湖南省研究生创新基金资助项目(CX2009B160);中南林业科技大学研究生创新基金资助项目(2007sx01);湖南省科技厅科研基金资助项目(2007FJ4156)

摘　　要：用无水AlCl3催化间甲苯胺与丙烯腈的加成反应,合成了偶合组分N,N-二氰乙基间甲苯胺,并分别与重氮组分对硝基苯胺、对硝基邻氯苯胺、2,4-二硝基-6-氯苯胺和2,4-二硝基-6-溴苯胺进行偶合反应,合成了4种双氰乙基偶氮化合物。结果表明,生成的偶氮化合物产率分别为72%、78%、91%和81%,含量均超过96%;而且随着重氮组分苯环上取代基团的吸电子效应增加,生成相应偶氮化合物的产率越高,最大吸收波长越大,熔点越低。同时用元素分析、1HNMR、IR和MS对其结构进行了表征。In this paper,a coupling component N,N-bis（2-cyanoethyl）-m-toluidine was synthesized by the addition reaction of m-toluidine with acrylonitrile in the presence of anhydrous AlCl3.Four bis-cyanoethyl azo compounds were synthesized by the coupling reaction of a coupling component with diazo components,which were obtained by coupling with p-nitroaniline,p-nitro-o-chloroaniline,2,4-dinitro-6-chloroaniline,and 2,4-dinitro-6-bromoaniline,respectively.The results showed that the corresponding product yield was 72%,78%,91% and 81%,respectively,with the contents of all azo compounds reaching more than 96%.With an increasing electron-withdrawing effect of substituents group in the benzene ring of diazo component,the higher the yield of the corresponding azo compounds,the longer the maximum absorption wavelength,and the lower the melting point.At the same time their structures were characterized by elementary analysis,1HNMR,IR and MS.

关 键 词：间甲苯胺 氰乙基化反应 偶合反应 偶氮化合物 

分 类 号：O625.65[理学—有机化学]