Salts of nitro compounds II The reaction of the silver salt of phenylnitromethane with diphenylbromomethane

Salts of nitro compounds II The reaction of the silver salt of phenylnitromethane with diphenylbromomethane
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DOI:
10.1021/jo01227a010
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发表时间:
1937-09-01
影响因子:
3.6
通讯作者:
Shriner, RL
Shriner, RL
中科院分区:
化学2区
文献类型:
--
作者:
Brown, GB;Shriner, RL

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通过将熔点与真实样品的混合物的熔点进行比较,可以轻松表征对四苯乙烷 (V)。当尝试在毛细管中测定 1, 2-二硝基-1, 2-二甲乙烷 (VI) 的熔点时,其在相当大的范围 (224-240) 内分解。它在 Maquenne 块上于 231-233 熔化并分解。该分子还含有两个类似的不对称碳原子,因此可能以内消旋和外消旋变体形式存在。这两种形式之前均由 Schmidt3 和 Wieland4 通过用二氧化氮处理二苯乙烯来制备。 no2 no2 c6h5ch= CHC6H5+ 2NO,-* c6h5ch—chc6h5 重复该制备并分离两种形式。一种形式(α-异构体)在230-233℃熔化并分解,另一种形式(O3-异构体)在154-155℃熔化并分解。通过将样品加热至略高于熔点一分钟并使其重新凝固,可以将/3-形式转化为-形式。没有数据表明这些形式中哪种是内消旋形式,哪种是外消旋形式。
The sym-tetraphenylethane (V) was readily characterized by comparison of the meltingpoint with that of a mixture with an authentic specimen. The 1, 2-dinitro-l, 2-diplienylethane (VI) decomposed over a considerable range (224-240) when attempts were made to determine its melting point in a capillary tube. It melted with decompositionat 231-233 on the Maquenne block. This molecule also contains two similar asymmetric carbon atoms and hence may exist in meso and racemic modifications. Both of these forms had been prepared previouslyby Schmidt3 and by Wieland4 by treating stilbene with nitrogen dioxide. no2 no2 c6h5ch= CHC6H5+ 2NO,-* c6h5ch—chc6h5This preparation was repeated and the two forms isolated. One form (-isomer) melted with decomposition at 230-233 and the other form 03-isomer) melted at 154-155. The/3-form could be converted to the-form by heating a sample just above the melting point for a minute and allowing it to resolidify. No data are available to indicate which of these forms is meso and which is racemic.