5,5-Dimethyl-2-phenyl-[1,3,2]oxazaphosphinane 2-oxide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧氮杂膦
• 英文名称: 5,5-Dimethyl-2-phenyl-[1,3,2]oxazaphosphinane 2-oxide
• 英文别名: 2-Phenyl-5,5-dimethyl-1,3,2-oxazaphosphorinan 2-oxide；5,5-dimethyl-2-phenyl-1,3,2λ5-oxazaphosphinane 2-oxide
• 化学式: C₁₁H₁₆NO₂P
• 分子量: 225.227
• InChiKey: FGBOEYJAPJHLBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-羟基-2,2-二甲基丙腈 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 乙醚 、 苯 为溶剂， 反应 20.0h， 生成 5,5-Dimethyl-2-phenyl-[1,3,2]oxazaphosphinane 2-oxide
  参考文献：
  名称：

  Cyclic organophosphorus compounds: XVII—the mass spectra of some 5,5-dimethyl-perhydro-1,3,2-oxazaphosph(v)orines

  摘要：

  AbstractThe electron impact mass spectra of six 5,5‐dimethyl and eleven 3,5,5‐trimethyl‐perhydro‐1,3,2‐oxazaphosphorine 2‐oxides and 2‐sulphides are reported and compared with those of analogous 5,5‐dimethyl‐1,3,2‐dioxaphosph(v) orinans. Compounds of the 3,5,5‐trimethyl series produce an important ion at m/z 44 which clearly distinguishes them from the 5,5‐dimethyl series. The 2‐sulphides are characterized by loss of thiol radical rather than of sulphur; in the case of 2‐cyclohexylamino‐3,5,5‐trimethyl‐perhydro‐1,3,2‐oxazaphosphorine 2‐sulphide at least, the thiol hydrogen is derived from the oxazaphosphorine ring NCH2 group. Fission of the oxazaphosphorine ring occurs largely, but apparently not exclusively, at the POC linkages.

  DOI：

  10.1002/oms.1210171106

文献信息

• Cyclic organophosphorus compounds: XVII—the mass spectra of some 5,5-dimethyl-perhydro-1,3,2-oxazaphosph(v)orines
  作者：R. S. Edmundson

  DOI：10.1002/oms.1210171106

  日期：1982.11

  AbstractThe electron impact mass spectra of six 5,5‐dimethyl and eleven 3,5,5‐trimethyl‐perhydro‐1,3,2‐oxazaphosphorine 2‐oxides and 2‐sulphides are reported and compared with those of analogous 5,5‐dimethyl‐1,3,2‐dioxaphosph(v) orinans. Compounds of the 3,5,5‐trimethyl series produce an important ion at m/z 44 which clearly distinguishes them from the 5,5‐dimethyl series. The 2‐sulphides are characterized by loss of thiol radical rather than of sulphur; in the case of 2‐cyclohexylamino‐3,5,5‐trimethyl‐perhydro‐1,3,2‐oxazaphosphorine 2‐sulphide at least, the thiol hydrogen is derived from the oxazaphosphorine ring NCH2 group. Fission of the oxazaphosphorine ring occurs largely, but apparently not exclusively, at the POC linkages.