N,N-dimethyl-P-(trichloromethyl)phosphonamidous chloride | 79650-12-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: N,N-dimethyl-P-(trichloromethyl)phosphonamidous chloride
• 英文别名: N-[chloro(trichloromethyl)phosphanyl]-N-methylmethanamine
• CAS: 79650-12-7
• 化学式: C₃H₆Cl₄NP
• 分子量: 228.873
• InChiKey: HWGGXKPARCKHEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  四氯化碳 、 N,N-dimethyl-P-(trichloromethyl)phosphonamidous chloride 在 六乙基亚磷酸胺 作用下， 以 乙醚 为溶剂， 以75%的产率得到N,N-dimethyl-P,P-bis(trichloromethyl)phosphinous amide
  参考文献：
  名称：

  Marchenko, A. P.; Koidan, G. N.; Baram, G. O., Journal of general chemistry of the USSR, 1990, vol. 60, # 4.2, p. 847 - 848

  摘要：

  DOI：
• 作为产物：
  描述：

  二甲基氯化磷胺 、 (三氯甲基)三甲基硅烷 反应 2.0h， 以65%的产率得到N,N-dimethyl-P-(trichloromethyl)phosphonamidous chloride
  参考文献：
  名称：

  Marchenko, A. P.; Bespal'ko, G. K.; Kozlov, E. S., Journal of general chemistry of the USSR, 1981, vol. 51, # 7, p. 1422

  摘要：

  DOI：

文献信息

• Cyclization of C-phosphorylated (PIII) arylformamidines to 3H-1,3-benzazaphospholes
  作者：Anatolyi Marchenko、Heorgii Koidan、Anastasiya Hurieva、Anatolyi Merkulov、Aleksandr Pinchuk、Aleksandr Yurchenko、Alexander B. Rozhenko、Peter G. Jones、Holger Thönnessen、Aleksandr Kostyuk

  DOI：10.1016/j.tet.2011.08.007

  日期：2011.10

  A synthesis of 3H-1,3-benzazaphospholes starting from C-phosphorylated P(III) arylformamidines has been developed. Electron-donating substituents were found to enhance markedly the rate of the cyclization, with substituents at the meta position having the greatest effect. A plausible mechanism of the cyclization was proposed based on DFT calculations.

  已经开发了从C-磷酸化的P（III）芳基甲am开始的3 H -1,3-苯并氮杂苯的合成。发现供电子性取代基显着提高环化速率，其中间位取代基具有最大作用。基于DFT计算，提出了可行的环化机理。
• Convenient method for the synthesis of C-phosphorylated N-arylformamidines
  作者：Anatoliy Marchenko、Georgyi Koidan、Anastasiya Hurieva、Anatoliy Merkulov、Aleksandr Pinchuk、Aleksandr Yurchenko、Aleksandr Kostyuk

  DOI：10.1016/j.tet.2010.03.087

  日期：2010.5

  C-Phosphorylated (PV) arylformamidines have been prepared by the reaction of N-arylamidotrichloromethyl derivatives of phosphorus, thiophosphorus, and selenophosphorus acids with secondary amines. Dependence of the reaction on the nature of chalcogene, electronic and steric factors has been studied. By reduction of N-arylformamidinophosphonoselenides the corresponding C-phosphorylated (PIII) arylformamidines

  通过使磷，硫代磷和硒代磷酸的N-芳基三氯甲基衍生物与仲胺反应，可以制备C-磷酸化的（P V）芳基甲am 。已经研究了反应对黄铜基因，电子和空间因素的性质的依赖性。通过还原N-芳基甲酰胺基膦酰基亚硒酸酯，已经合成了相应的C-磷酸化的（P III）芳基甲am。
• Synthesis of Bis- and Tris(3-<i>H</i>-1,3-azaphospholo)benzenes
  作者：Anatoliy Marchenko、Heorgiy Koidan、Anastasiya Huryeva、Radomyr Smaliy、Yurii Vlasenko、Oleksii Gutov、Aleksandr Kostyuk

  DOI：10.1002/hc.21125

  日期：2014.1

  The previously developed intramolecular cyclocondensation of C-phosphanyl(N-aryl)formamidines into 3-H-1,3-benzazaphospholes has been successfully extended to 1,3-diaminobenzene and 1,3,5-triaminobenzene. Its condensation presents the way to tricyclic and tetracyclic azaphospholes. Their structures were confirmed by spectroscopic methods and key tricyclic and tetracyclic compounds were further characterized

  先前开发的 C-膦酰基（N-芳基）甲脒分子内环缩合反应生成 3-H-1,3-苯并氮杂磷已成功扩展到 1,3-二氨基苯和 1,3,5-三氨基苯。它的缩合呈现出三环和四环氮杂磷的方式。它们的结构通过光谱方法得到证实，关键的三环和四环化合物通过单晶 X 射线衍射进一步表征。
• Oleinik, V. A.; Marchenko, A. P.; Koidan, G. N., Journal of general chemistry of the USSR, 1988, vol. 58, # 3, p. 624 - 625
  作者：Oleinik, V. A.、Marchenko, A. P.、Koidan, G. N.、Pinchuk, A. M.

  DOI：——

  日期：——
• First Annelated Azaphosphole-Ferrocenes: Synthetic Pathways and Structures
  作者：Anatolyi Marchenko、Anastasiya Hurieva、Heorgii Koidan、Vincent Rampazzi、Hélène Cattey、Nadine Pirio、Aleksandr N. Kostyuk、Jean-Cyrille Hierso

  DOI：10.1021/om300563n

  日期：2012.9.10

  The first annelated bis- and mono-3H-1,3-azaphosphole ferrocene sandwich compounds have been synthesized from aminoferrocenes, and their X-ray structures are compared to those of their selenide-protected P=Se analogues, showing net discrepancies both in metallocene backbone conformation and in fused-ring planarity.