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首页> 外文期刊>Zeitschrift fur Naturforschung, B. A Journal of Chemical Sciences >An efficient synthesis of Rubin's aldehyde and its precursor 1,3,5-Tribromo-2,4,6-tris(dichloromethyl)benzene
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An efficient synthesis of Rubin's aldehyde and its precursor 1,3,5-Tribromo-2,4,6-tris(dichloromethyl)benzene

机译:鲁宾醛及其前体1,3,5-Tribromo-2,4,6-三(二氯甲基)苯的有效合成

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摘要

2,4,6-Tribromobenzene-1,3,5-tricarboxaldehyde (4) can be efficiently prepared in two reaction steps from 1,3,5-tribromobenzene. The intermediate 1,3,5-tribromo-2,4,6-tris(dichloromethyl)benzene (3) crystallizes from petroleum ether in its C_(3h) structure. However, in CDCl_3 solution it exists at room temperature in two isomeric forms:3a (C_(3h)) and 3b (C_s) (1:1.15). The intramolecular Br···Cl distances are much smaller than the sum of the van der Waals radii. Therefore, the exocyclic C-C bonds show a hindered rotation.
机译:2,4,6-三溴苯-1,3,5-三甲醛(4)可以在两个反应步骤中由1,3,5-三溴苯有效制备。中间体1,3,5-三溴-2,4,6-三(二氯甲基)苯(3)从石油醚中以C_(3h)结构结晶。但是,在CDCl_3溶液中,它在室温下以两种异构形式存在:3a(C_(3h))和3b(C_s)(1:1.15)。分子内Br··Cl的距离远小于范德华半径的总和。因此,环外C-C键显示出旋转受阻。

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