THE THERMAL DECOMPOSITION OF AZINES: A NOTE ON THE THERMAL DECOMPOSITION OF BENZALDAZINE UNDER 1000 ATMOSPHERES PRESSURE OF NITROGEN, HYDROGEN AND AMMONIA

THE THERMAL DECOMPOSITION OF AZINES: A NOTE ON THE THERMAL DECOMPOSITION OF BENZALDAZINE UNDER 1000 ATMOSPHERES PRESSURE OF NITROGEN, HYDROGEN AND AMMONIA
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吖嗪的热分解:1000大气压氮、氢、氨下苯并达嗪热分解的说明

DOI:
10.1021/ja01348a020
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发表时间:
1932
期刊:
影响因子:
--
通讯作者:
V. L. Gaddy
V. L. Gaddy
中科院分区:
--
文献类型:
--
作者:
L. B. Howard;G. Hilbert;R. Wiebe;V. L. Gaddy

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Curtius和Jay1观察到,阿达嗪,特别是苯并达嗪,在蒸馏成二苯乙烯和氮气后分解。后来Meisenheimer 2指出,苯甲醛也是苯甲醛的热分解产物之一,并假设有两个同时反应。CeH6CH=N-N=CHC?HS->-C,HECH=CHC6H5+N_2(1)C?HSCH=N-N=CHCeHs-BCeHsCN+H2(2)最全面的研究是Pascal和Normand的研究,3他们证明了在苯并苯的情况下,除了二苯乙烯和氮,还产生了一些氨,少量的菲和含有核氮的稳定化合物。取代苯环邻位的氮杂环不会得到菲的衍生物。他们认为,稳定的核含氮化合物(产率15%)具有C28H23N3(熔点261和沸点460)的经验式,可能与Curtius和Blumer4在苯肼的热解中得到的未知产物相同。本次调查的目的是
Curtius and Jay1 observed that aldazines, notably benzaldazine, decom-pose upon distillation into stilbenes and nitrogen. Later Meisenheimer2 pointed out that benzonitrile was also one of the thermal decomposition products of benzaldazine and postulated two simultaneous reactions. CeH6CH= N—N= CHC «HS—>-C, HECH= CHC6H5+ N2(1) C «HSCH= N—N= CHCeHs—BCeHsCN+ H2(2) The most comprehensive study was that of Pascal and Normand, 3 who demonstrated in the case of benzaldazine that in addition to stilbene and nitrogen, some ammonia, a small amount of phenanthrene and a stable compound containing nuclear nitrogen were also produced. Azines in which the ortho position of the benzene ring was substituted yielded none of the phenanthrene derivatives. They suggested that the stable nuclear nitrogen compound (yield 15%) had the empirical formula of C28H23N3 (melting point 261 andboiling point 460) and probably was identical with the unknown product obtained by Curtiusand Blumer4 in the pyrolysis of benzoinhydrazone. The purposes of the present investigation were to