1,3,5-Trimethyl-2--4,6-dioxo-1,3,5,2λ³-triazaphosphinan | 149456-79-1

• 英文名称: 1,3,5-Trimethyl-2--4,6-dioxo-1,3,5,2λ³-triazaphosphinan
• 英文别名: 2-Bis(β-chlorethyl)amino-1,3,5-trimethyl-1,3,5-triaza-2λ³-phosphinan-4,6-dion；2--1,3,5-trimethyl-1,3,5,2-triazaphosphorinan-4,6-dion；2-[bis(2-chloroethyl)amino]-1,3,5-trimethyl-1,3,5,2-triazaphosphinane-4,6-dione
• CAS: 149456-79-1
• 化学式: C₉H₁₇Cl₂N₄O₂P
• 分子量: 315.139
• InChiKey: CJCTYGCYMAQHFF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.04
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  47.1
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1,3,5-Trimethyl-2--4,6-dioxo-1,3,5,2λ³-triazaphosphinan 在 双氧水 、 尿素 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以85%的产率得到2-Bis-(β-chlorethyl)amino-1,3,5-trimethyl-1,3,5-triaza-2-oxo-2λ⁵-phosphinan-4,6-dion
  参考文献：
  名称：

  Farkens, Michael; Meyer, Thomas G.; Neda, Ion, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1994, vol. 49, # 2, p. 145 - 164

  摘要：

  DOI：
• 作为产物：
  描述：

  二(2-氯乙基)胺盐酸盐 、 2-chloro-1,3,5-trimethyl-1,3,5-triaza-2ς³λ³-phosphorin-4,6-dione 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以95%的产率得到1,3,5-Trimethyl-2--4,6-dioxo-1,3,5,2λ³-triazaphosphinan
  参考文献：
  名称：

  Neda, Ion; Farkens, Michael; Fischer, Axel, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1993, vol. 48, # 4, p. 443 - 451

  摘要：

  DOI：

文献信息

• Neue Phospholen‐ und Phosphepin‐Derivate aus λ ³ ‐Phosphorverbindungen und Hexafluoraceton oder perfluorierten α‐Diketonen
  作者：Alexander Kadyrov、Ion Neda、Thomas Kaukorat、Ralf Sonnenburg、Axel Fischer、Peter G. Jones、Reinhard Schmutzler

  DOI：10.1002/cber.19961290620

  日期：1996.6

  New Phospholene and Phosphepine Derivatives from λ3‐Phosphorus Compounds and Hexafluoroacetone or Perfluorinated α‐DiketonesThe reaction of the bis(2‐chloroethyl)amino‐substituted benzoxazaphosphorinone 1 with hexafluoroacetone (HFA) proceeds with insertion of the carbonyl group of HFA into the heterocycle of 1 to form the oxazaphosphepinedione 2. Triethyl phosphite (3) and triphenyl phosphite (4) react with the perfluorinated diketones 5 and 6 with formation of the pentaoxyphosphoranes 7–10 containing a dioxaphospholene ring system. The reaction of the (2‐chloroethyl)amino‐ and bis(2‐chloroethyl)amino‐substituted 1,3,5,2‐triazaphosphorinanediones 11–14 with the perfluorinated diketone C2F5C(:O)C(:O)CF3 (15) furnishes spirophosphorane derivatives with the dioxaphospholene ring system, 16 and 17, in two cases only. Compound 1 and 2‐[bis(2‐chloroethyl)‐amino]‐4H‐1,3,2‐benzodioxaphosphorin‐4‐one (18) react with the perfluorinated α‐diketones 5 and 6 with insertion of the diketones into the heterocycle of 1 and 18 with formation of compounds 19–22 containing dioxa‐ and oxazaphosphepinone ring systems. The expected oxidative addition of the diketones to λ3P with formation of spirophosphoranes was not observed. Compounds 19–22 were obtained as mixtures of isomers (19a/b–22a/b). Single crystal X‐ray structure analyses were conducted on 2 and 9. The seven‐membered ring of 2 displays a “tub” conformation, with the O and benzo C atoms lying out of the plane of the other four atoms. The two independent molecules of 9 are similar, but differ in the degree of distortion from trigonal‐bipyramidal geometry of phosphorus.