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化学学报
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化学学报 ›› 1956, Vol. 22 ›› Issue (4): 292-298. 上一篇    下一篇

论文

碘雜环化合物的研究Ⅰ. 3, 6-二硝基二苯并碘六圜衍生物的製备及其性质

黃文魁   

  1. 兰州大学化学系
  • 投稿日期:1956-04-21 发布日期:2013-06-04

STUDIES ON HETEROCYCLIC COMPOUNDS CONTAINING IODINE Ⅰ. THE PREPARATION OF 3, 6-DINITRO-DIBENZOPYRIODONIUM SALTS AND THEIR PROPERTIES

HWANG WEN-KUEI   

  1. Department of Chemistry, Lanchow University, Lanchow
  • Received:1956-04-21 Published:2013-06-04

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859

被引次数

3

1.4,4'-二硝基二苯甲烷(Ⅰ)與硫酸亚碘醯(Ⅱ)作用,生成一种新型的含碘杂環化合物(Ⅲa).2.化合物Ⅲa與氯化鈉、溴化鈉、碘化鉀或苦味酸作用,置换成为相應的鹵化物(Ⅲb-d)或苦味酸盐(Ⅲe).3.用鹼性高錳酸鉀溶液氧化化合物Ⅲa得2-碘代-4-硝基苯甲酸.4.碘化物(Ⅲd)在它的熔點温度进行熱解,得2,2'-二碘代-4,4'-二硝基二苯甲烷.继还原,得相應的二氨基化合物.二者均为新化合物.5.化合物Ⅲa用氢氧化鈉溶液处理,得到蓝绿色物質,溶於乙酸乙酯、丙酮、吡啶中成鲜明的蓝绿色溶液.乙酸乙酯溶液酸化後变成黄棕色,再鹼化復现蓝绿色.将化合物Ⅲa在无水吡啶中加熱,亦呈现蓝绿色.6.在类似的条件下,二苯甲烷與硫酸亚碘醯起作用.

A new iodine heterocycle, 3, 6-dinitro-dibenzopyriodonium bisulfate(Ⅲa), prisms, m.p.217.5°(dec.), was found to be readily prepared in 86% yield by treating 4, 4'-dinitrodiphenylmethane with iodosyl sulfate, which was conveniently obtained by stirring a stoichiometric mixture of iodine and sodium iodate in concentrated sulfuric acid.