Polyfluoroalkyl derivatives of nitrogen. Part XXXVII. Reaction of N-bromobistrifluoromethylamine with propene under ionic and free-radical conditions
作者:D. H. Coy、G. L. Fleming、R. N. Haszeldine、M. J. Newlands、A. E. Tipping
DOI:10.1039/p19720001880
日期:——
Photochemical reaction of N-bromobistrifluoromethylamine with propene in the vapour phase gives the 1:1 adducts 2-bromo-NN-bistrifluoromethylpropylamine and 2-bromo-1-methyl-NN-bistrifluoromethylethylamine in the ratio 91:9; N-chlorobistrifluoromethylamine gives the corresponding chloro-adducts in the ratio 90:10. Reaction of the N-bromo-amine in the liquid phase in the dark at –78 and at –140° gives
N-溴代双三氟甲基胺与丙烯在气相中的光化学反应以1:1 :9的比例得到2-溴-NN-双三氟甲基丙胺和2-溴-1-甲基-NN-双三氟甲基乙胺的1:1加合物; N-氯双三氟甲胺以90:10的比例生成相应的氯加合物。在黑暗中–78和–140°时,液相中的N-溴胺反应生成相同的加合物,比例分别为40:60和55:45;丙酮作为溶剂,空气或对苯二酚的存在对–78°时的异构体比率没有影响。2-溴-NN-双三氟甲基丙胺脱氢溴化物很容易得到顺式-和-式的混合物反式- NN -bistrifluoromethylprop -1-烯基胺以高收率和2-溴-1-甲基- NN -bistrifluoromethylethylamine给出2-(NN -bistrifluoromethylamino)丙烯。所述的反应Ñ在-78溴胺与异丁烯或-140°给出主要bistrifluoromethylamine和溴化材料。