3-methyl-4-oxo-1-phenyl-2-phospholene 1-oxide | 99222-31-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-methyl-4-oxo-1-phenyl-2-phospholene 1-oxide
• 英文别名: 4-methyl-1-oxo-1-phenyl-2H-1lambda5-phosphol-3-one；4-methyl-1-oxo-1-phenyl-2H-1λ5-phosphol-3-one
• CAS: 99222-31-8
• 化学式: C₁₁H₁₁O₂P
• 分子量: 206.181
• InChiKey: HKBIWVBGJRQBNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  吗啉 、 3-methyl-4-oxo-1-phenyl-2-phospholene 1-oxide 在 四氯化钛 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 3-Methyl-4-morpholin-4-yl-1-phenyl-1lambda5-phosphole 1-oxide
  参考文献：
  名称：

  The Chemistry of 3-Aminophospholes

  摘要：

  A 3-morpholinophosphole has been prepared from the appropriate 3-keto-4-phospholene oxide by reaction with morpholine in the presence of TiCl(4) as a catalyst, followed by reduction of the phosphoryl group by phenylsilane. Both theoretical and experimental studies show that the amino group enhances the reactivity of the diene but does not affect the lone pair at phosphorus. This observation has been used to devise a generating system for the transient phosphinidene complex [PhP-Fe(CO)(4)] that has been trapped by alkynes and ethanol.

  DOI：

  10.1021/om100085c
• 作为产物：
  描述：

  4-methyl-3-methylene-1-phenyl-2,3-dihydro-1H-phosphole 1-sulfide 在 臭氧 、 二甲基硫 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到3-methyl-4-oxo-1-phenyl-2-phospholene 1-oxide
  参考文献：
  名称：

  The Chemistry of 3-Aminophospholes

  摘要：

  A 3-morpholinophosphole has been prepared from the appropriate 3-keto-4-phospholene oxide by reaction with morpholine in the presence of TiCl(4) as a catalyst, followed by reduction of the phosphoryl group by phenylsilane. Both theoretical and experimental studies show that the amino group enhances the reactivity of the diene but does not affect the lone pair at phosphorus. This observation has been used to devise a generating system for the transient phosphinidene complex [PhP-Fe(CO)(4)] that has been trapped by alkynes and ethanol.

  DOI：

  10.1021/om100085c

文献信息

• Amin, Md.; Holah, David G.; Hughes, Alan N., Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 513 - 522
  作者：Amin, Md.、Holah, David G.、Hughes, Alan N.、Rukachaisirikul, Thitima

  DOI：——

  日期：——
• AMIN, MD.;HOLAH, D. G.;HUGHES, A. N.;RUKACHAISIRUKUL, THITIMA, J. HETEROCYCL. CHEM., 1985, 22, N 2, 513-522
  作者：AMIN, MD.、HOLAH, D. G.、HUGHES, A. N.、RUKACHAISIRUKUL, THITIMA

  DOI：——

  日期：——
• The Chemistry of 3-Aminophospholes
  作者：Wei Luo、Ana Ciric、Rongqiang Tian、François Mathey

  DOI：10.1021/om100085c

  日期：2010.4.12

  A 3-morpholinophosphole has been prepared from the appropriate 3-keto-4-phospholene oxide by reaction with morpholine in the presence of TiCl(4) as a catalyst, followed by reduction of the phosphoryl group by phenylsilane. Both theoretical and experimental studies show that the amino group enhances the reactivity of the diene but does not affect the lone pair at phosphorus. This observation has been used to devise a generating system for the transient phosphinidene complex [PhP-Fe(CO)(4)] that has been trapped by alkynes and ethanol.