2--1,2-dihydro-1-methyl-4H-3,1,2-benzoxazaphosphorin-4-on | 176727-14-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2--1,2-dihydro-1-methyl-4H-3,1,2-benzoxazaphosphorin-4-on
• 英文别名: 4,5-benzo-2-bis(2-chloroethyl)amino-3-methyl-1,3,2-oxazaphosphorinan-6-one；4,5-Benzo-2-bis(2-chlorethyl)amino-3-methyl-1,3,2-oxazaphosphorinan-6-on；2-[bis(2-chloroethyl)amino]-1-methyl-3,1,2-benzoxazaphosphinin-4-one
• CAS: 176727-14-3
• 化学式: C₁₂H₁₅Cl₂N₂O₂P
• 分子量: 321.143
• InChiKey: ZCZCTCCTTPNBOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  32.78
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  2--1,2-dihydro-1-methyl-4H-3,1,2-benzoxazaphosphorin-4-on 在 双氧水 、 尿素 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以76%的产率得到4,5-Benzo-2-bis(2-chlorethyl)amino-3-methyl-2-oxo-1,3,2-oxazaphosphorinan-6-on
  参考文献：
  名称：

  Fischer, Axel; Neda, Ion; Kaukorat, Thomas, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1994, vol. 49, # 7, p. 939 - 949

  摘要：

  DOI：
• 作为产物：
  描述：

  二(2-氯乙基)胺盐酸盐 、 2-chloro-1,3-dihydro-1-methyl-4H-3,1,2-benzoxazaphosphorin-4-one 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 10.0h， 以52%的产率得到2--1,2-dihydro-1-methyl-4H-3,1,2-benzoxazaphosphorin-4-on
  参考文献：
  名称：

  Fischer, Axel; Neda, Ion; Kaukorat, Thomas, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1994, vol. 49, # 7, p. 939 - 949

  摘要：

  DOI：

文献信息

• Oxidative Addition of Hexafluoroacetone, Perfluorinated 1,2-Diketones and Tetrachloro-O-Benzoquinone to Compounds of Low-Valent Phosphorus-New Modes of Addition and Unusual Products
  作者：I. Neda、C. Melnicky、A. Vollbrecht、A. Fischer、P.G. Jones、A. Martens-Von Salzen、R. Schmutzler、U. Niemeyer、B. Kutscher、J. Engel

  DOI：10.1080/10426509608545232

  日期：1996.1

  Abstract The reaction of hexafluoroacetone (HFA) with the benzoxazaphosphorinone 1 leads to the λ5-oxazaphosphepinone 2. In several cases unusual products, 3, 8 - 14, 16, and 17, were isolated in the reactions of 1, 4 - 7, and 15 with HFA, tetrachloroorthobenzoquinone (TOB) and perfluorinated 1,2-diketones. X-Ray crystal structure analyses were carried out for the derivatives 2, 3, and 8 - 10.

  摘要 六氟丙酮 (HFA) 与苯并氧氮杂膦酮 1 反应生成 λ5-氧氮杂膦酮 2。在一些情况下，在 1、4-7 和15 与 HFA、四氯邻苯醌 (TOB) 和全氟化 1,2-二酮。对衍生物 2、3 和 8-10 进行了 X 射线晶体结构分析。
• 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.
• Vollbrecht, Alexander; Neda, Ion; Fischer, Axel, Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 107, # 1-4, p. 69 - 78
  作者：Vollbrecht, Alexander、Neda, Ion、Fischer, Axel、Jones, Peter G.、Schmutzler, Reinhard

  DOI：——

  日期：——