1-(二乙氧基磷酰基)-2-(苯基亚甲基)肼 | 94521-03-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(二乙氧基磷酰基)-2-(苯基亚甲基)肼
• 英文名称: 1-(diethoxyphosphoryl)-2-(phenylmethylidene)hydrazine
• 英文别名: phosphoric acid diethyl ester N-benzylidenehydrazide；benzaldehyde (diethoxyphosphinyl)hydrazone；diethyl (2-benzylidenehydrazinyl)phosphite；(diethoxyphosphorylhydrazinylidene)methylbenzene
• CAS: 94521-03-6
• 化学式: C₁₁H₁₇N₂O₃P
• 分子量: 256.241
• InChiKey: TVQJLKGTSSQCLV-UHFFFAOYSA-N

物化性质

• 熔点：
  84-86 °C
• 沸点：
  334.7±25.0 °C(Predicted)
• 密度：
  1.16±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  17.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  59.92
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(二乙氧基磷酰基)-2-(苯基亚甲基)肼 、 二苯基乙炔 在 tris(acetonitrile)(η5-pentamethylcyclopentadienyl)rhodium(III) hexafluoroantimonate 、 copper(II) acetate monohydrate 作用下， 以 甲苯 为溶剂， 反应 3.0h， 以88%的产率得到diethyl N′-(2,3-diphenyl-1H-inden-1-ylidene)phosphorohydrazidate
  参考文献：
  名称：

  铑催化的芳基Hy与内部炔烃的氧化偶联：高效合成多取代的异喹啉

  摘要：

  摘要 已经开发出有效的铑催化的氧化偶联反应，其可以从容易获得的芳基和内部炔烃中获得高产率的多取代异喹啉。通过使用该方法，也可以由相应的苯甲醛以高收率合成茚满酮。 已经开发出有效的铑催化的氧化偶联反应，其可以从容易获得的芳基和内部炔烃中获得高产率的多取代异喹啉。通过使用该方法，也可以由相应的苯甲醛以高收率合成茚满酮。

  DOI：

  10.1055/s-0033-1338417
• 作为产物：
  描述：

  苯甲醛 、 亚磷酸二乙酯 在 potassium carbonate 、 对甲苯磺酰肼 作用下， 以 1,4-二氧六环 为溶剂， 以76%的产率得到1-(二乙氧基磷酰基)-2-(苯基亚甲基)肼
  参考文献：
  名称：

  A base-mediated three-component coupling reaction for the synthesis of phosphorohydrazones

  摘要：

  A simple and efficient three-component coupling reaction for the synthesis of phosphorohydrazones was developed. Both aldehydes and ketones participated in the reaction to afford the corresponding phosphorohydrazones in moderate-to-good yields. Moreover, a novel P-N ligand was synthesized by this method, which can act as a fluorescent sensor for iron ion. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.09.077

文献信息

• Efficient Synthesis of 1,5-Disubstituted Carbohydrazones Using K₂CO₃ As a Carbonyl Donor
  作者：Jun Wen、Chu-Ting Yang、Tao Jiang、Sheng Hu、Tong-Zai Yang、Xiao-Lin Wang

  DOI：10.1021/ol500732c

  日期：2014.5.2

  A novel reaction that generates 1,5-disubstituted carbohydrazones via the carbonylation of tosylhydrazones has been developed. For the first time, the inexpensive, readily available, environmentally friendly, and nongaseous potassium carbonate is used as the carbonyl donor for the transformation. The reaction system exhibited tolerance with various functional groups and affords the desired products

  已经开发了一种新的反应，该反应通过甲苯磺酰hydr的羰基化反应生成1，5-二取代的碳hydr。廉价的，易于获得的，环境友好的和非气态的碳酸钾首次被用作转化的羰基供体。该反应系统表现出对各种官能团的耐受性，并以良好至优异的产率提供了所需的产物。预期该反应将是合成糖hydr化合物的有力工具。
• A General Synthesis of Unsymmetrical Azines via<i>N</i>-(Diethoxyphosphinyl)-hydrazones
  作者：Anna Koziara、Krzysztof Turski、Andrzej Zwierzak

  DOI：10.1055/s-1986-31589

  日期：——

  A new synthesis of unsymmetrical azines utilizing diethyl phosphorohydrazidate as starting material and based on Wadsworth-Emmons type phosphoramidate approach is described.

  本论文介绍了一种利用磷酰肼二乙酯作为起始原料，并基于 Wadsworth-Emmons 型磷酰胺方法合成不对称叠氮的新方法。
• Substituted homoallenyl aldehydes and their derivatives. Part 2: Azines
  作者：Juraj Galeta、Stanislav Man、Aneta Valoušková、Milan Potáček

  DOI：10.2478/s11696-012-0238-z

  日期：2013.1.1

  This paper deals with the preparation of a variously substituted non-symmetrical azine set. The starting molecule for their preparation was a protected hydrazone. The protection was performed applying Zwierzak’s method. This procedure is based on the transfer of hydrazine to diethylhydrazidophosphate, which reacts with aldehydes to produce protected hydrazones. In the second step of the procedure, under the action of sodium hydride, the addition of another aldehyde affords non-symmetrical azines in the reaction with the protected hydrazine. The procedure was shown to be a useful and effective method. In this, the second part of our study, we present results devoted to the preparation and full identification of non-symmetrical azines.

  摘要：本文介绍了一种制备多取代非对称吖啶衍生物的方法。制备这些化合物的起始分子是受保护的酰肼。保护是采用Zwierzak方法进行的。该过程基于将肼转移给二乙基肼磷酸酯，后者与醛反应产生受保护的酰肼。在该过程的第二步中，在氢氧化钠的作用下，通过与受保护的酰肼反应，另一个醛的加成得到了非对称吖啶衍生物。该过程被证明是一种有用和有效的方法。在我们的研究的第二部分中，我们介绍了关于制备和完全鉴定非对称吖啶衍生物的结果。
• An efficient synthesis of O,O- Di Propyl (E)-2-[1-methyl 2-oxopropylidene]phosphorohydrazidothiolate (E) Oxime and Its Analogues: A Potential Marine Toxin
  作者：Arvind K. Gupta、D. K. Dubey、B. D. Parashar、M. P. Kaushik

  DOI：10.1080/10426500701796249

  日期：2008.7.4

  An efficient method for the synthesis of Ptychodiscus brevis toxin O,O- di n-propyl (E)-2-[1-methyl 2-oxopropylidene]phosphorohydrazidothiolate (E) oxime (TG-1) and its analogues has been developed using thermally stable and recyclable silica gel and Na2SO4 as a condensing agent and water scavenger, respectively. The compounds were evaluated against fish Rasbora daniconius by determining the LC50 and LC90 values. The results of biological evaluation showed that these compounds have high degree of toxicity.
• Topolski, Marek; Rachon, Janusz, Zeitschrift fur Chemie, 1990, vol. 30, # 7, p. 246 - 247
  作者：Topolski, Marek、Rachon, Janusz

  DOI：——

  日期：——