2-(chloromethyl)-1,4,2λ⁵-diazaphospholidin-5-one 2-oxide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 磷环化合物
• 英文名称: 2-(chloromethyl)-1,4,2λ⁵-diazaphospholidin-5-one 2-oxide
• 英文别名: 2-chloromethyl-2,5-dioxo-1,4,2λ⁵-diazaphospholidine；2-chloromethyl-2,5-dioxo-1,4,2-diazaphospholidine；2-(Chloromethyl)-2-oxo-1,4,2lambda5-diazaphospholidin-5-one；2-(chloromethyl)-2-oxo-1,4,2λ5-diazaphospholidin-5-one
• 化学式: C₃H₆ClN₂O₂P
• mdl: MFCD19232766
• 分子量: 168.52
• InChiKey: RNXYRMHEOCDQHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-[bis(chloromethyl)phosphinoyl]urea 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 7.0h， 以86%的产率得到2-(chloromethyl)-1,4,2λ⁵-diazaphospholidin-5-one 2-oxide
  参考文献：
  名称：

  Khailova; Shaimardanova; Avvakumova, Russian Journal of General Chemistry, 2000, vol. 70, # 2, p. 231 - 236

  摘要：

  DOI：

文献信息

• ——
  作者：M. A. Pudovik、L. K. Kibardina、G. M. Saakyan、N. A. Khailova、A. A. Shaimardanova、N. E. Krepysheva、A. N. Pudovik

  DOI：10.1023/a:1020798631871

  日期：——

  Bis(chloromethyl)phosphinic chloride reacts with urethane to give phosphorylated urethane, whereas with urea and acetamide the final reaction product is bis(chloromethyl)phosphinic anhydride.
• Reaction of bis(chloromethyl)phosphinic isocyanate with ammonium halides
  作者：R. Kh. Bagautdinova、M. A. Pudovik

  DOI：10.1134/s1070363207120249

  日期：2007.12
• ——
  作者：N. A. Khailova、N. E. Krepysheva、G. M. Saakyan、R. Kh. Bagautdinova、A. A. Shaimardanova、T. A. Zyablikova、N. M. Azancheev、I. A. Litvinov、A. T. Gubaidullin、V. V. Zverev、M. A. Pudovik、A. N. Pudovik

  DOI：10.1023/a:1020746615033

  日期：——

  Bis(chloromethyl)phosphinic (-phosphinothioic) iso(thio)cyanates add secondary amines to form N-phosphorylated (thio)ureas, which cyclize in the presence of a base to 1,3,4lambda(5)-oxaza(thiaza)phospholines. Phosphorylated ureas obtained by addition of ammonia and primary amines to chloromethylphosphonic (-phosphinic) isocyanates cyclize to give 1,4,2-diazaphospholidines or 1,3,4-oxazaphospholines. Prototropic transformations in the series of 1,3,4lambda(5)-oxazaphospholines were revealed; the electronic and steric structures of the tautomers were studied. Chi oromethylphosphonothioic (-phosphinothioic) isothiocyanates add primary amines to give 1,3,4lambda(5)-thiazaphospholines.