[1,2-bis(E-phenylallylidene)hydrazine] | 23632-46-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: [1,2-bis(E-phenylallylidene)hydrazine]
• 英文别名: Zimt aldehyd azin；all-trans-Cinnamaldazin；(1E,2E)-1,2-bis((E)-3-phenylallylidene)hydrazine；Cinnamaldehyde azine；(E,E)-3-phenyl-N-[(E)-[(E)-3-phenylprop-2-enylidene]amino]prop-2-en-1-imine
• CAS: 23632-46-4
• 化学式: C₁₈H₁₆N₂
• 分子量: 260.338
• InChiKey: MIBXLDBZXACZIE-MKXOLOGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [1,2-bis(E-phenylallylidene)hydrazine] 在 sodium carbonate 、 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 4.5h， 以80%的产率得到
  参考文献：
  名称：

  Mlochowski, J.; Abdel-Latif, F. F.; Kubicz, E., Polish Journal of Chemistry, 1993, vol. 67, # 4, p. 711 - 722

  摘要：

  DOI：
• 作为产物：
  描述：

  肉桂醛 在 ammonium hydroxide 作用下， 以 乙醇 为溶剂， 以86%的产率得到[1,2-bis(E-phenylallylidene)hydrazine]
  参考文献：
  名称：

  三种吖嗪（benzalazine、acetophenoneazine 和 cinnamaldazine）的化学位移和偶联常数的实验测量和理论计算

  摘要：

  已经通过多核磁共振在溶液和固态中研究了三种吖嗪，其中两种用 15N 双重标记。通过迭代分析获得的光谱参数与 DFT/B3LYP 计算值（绝对屏蔽和耦合常数）进行了比较。协议一般是好的。已经讨论了与这些化合物的结构有关的一些异常现象。版权所有 © 2008 John Wiley & Sons, Ltd.

  DOI：

  10.1002/mrc.2272

文献信息

• Isolation and structural characterization of the elusive 1 : 1 adduct of hydrazine and carbon dioxide
  作者：Byeongno Lee、Seung Hee Kang、Donghyeon Kang、Kyu Hyung Lee、Jaeheung Cho、Wonwoo Nam、Oc Hee Han、Nam Hwi Hur

  DOI：10.1039/c1cc14542h

  日期：——

  A solid hydrazine was isolated as a crystalline powder by reacting aqueous hydrazine with supercritical CO(2). Its structure determined by single crystal X-ray diffraction shows a zwitterionic form of NH(3)(+)NHCO(2)(-). The solid hydrazine is remarkably stable but is as reactive as liquid hydrazine even in the absence of solvents.

  通过使肼水溶液与超临界CO（2）反应，将固态肼分离为结晶性粉末。通过单晶X射线衍射确定其结构显示出NH（3）（+）NHCO（2）（-）的两性离子形式。固体肼非常稳定，但是即使在没有溶剂的情况下，其反应性也与液体肼一样。
• Ionic hydrogenation of azines: An efficient synthesis of 1,2-dialkylhydrazines
  作者：Dario Perdicchia

  DOI：10.1016/j.tet.2023.133432

  日期：2023.6

  An efficient synthetic method of ionic hydrogenation of azine to the corresponding 1,2-dialkylhydrazines was accomplished. Reaction time was fast and isolation and purification of the 1,2-dialkylhydrazines were operationally simple. Yields were almost quantitative for most of the products with good functional group tolerance. Moreover, the byproduct of reduction gave the opportunity for the selective

  实现了吖嗪离子氢化为相应的 1,2-二烷基肼的有效合成方法。反应时间快，1,2-二烷基肼的分离和纯化操作简单。大多数具有良好官能团耐受性的产品的产量几乎是定量的。此外，还原的副产物为单酰肼的原位选择性合成提供了机会，从而扩展了所述合成方法的潜力。
• Elguero,J. et al., Bulletin de la Societe Chimique de France, 1967, p. 3005 - 3019
  作者：Elguero,J. et al.

  DOI：——

  日期：——
• 2,3-Diaza-1,3-dienes (Azines) as Substrates for the Staudinger Reaction. Synthesis and Reactivity of N-Imino-.beta.-lactams
  作者：Benito Alcaide、Miguel Miranda、Javier Perez-Castells、Concepcion Polanco、Miguel A. Sierra

  DOI：10.1021/jo00105a014

  日期：1994.12

  The reaction of aromatic and aliphatic azines with different ketene precursors, such as the acid chloride/Et(3)N system, alkoxychromium(0) carbenes, and free diphenyl ketene, gives N-imino-beta-lactams in good to excellent yields, with good levels of cis,trans-selectivity. A wide variety of symmetrically-substituted azines derived from aldehydes and ketones are compatible with the Staudinger reaction. Chiral N-imino-beta-lactams derived from symmetrically or unsymmetrically (mixed) chiral azines are also obtained in good yields as essentially single enantiomers (de > 95%). Different reaction intermediates, including hemiaminals, oxadiazols, and hydrazides have been isolated. Free diphenyl ketene forms Diels-Alder adducts and N-acylazadienes in addition to the previously reported N-imino-beta-lactams, The usual reactivity of the beta-lactam ring is modified in N-imino-beta-lactams by the presence of the imino group. Thus, beta-hydrazonoesters, N-alkylamino-beta-lactams, and NH-beta-lactams can be efficiently obtained by base-catalyzed 2-azetidinone ring opening, catalytic hydrogenation, and ozonolysis, respectively.
• BAGROV, F. V., ZH. OBSHCH. XIMII, 59,(1989) N, S. 1320-1325
  作者：BAGROV, F. V.

  DOI：——

  日期：——