butyl [(diisopropylphosphono)methyl]phenyl phosphinate | 1382937-01-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: butyl [(diisopropylphosphono)methyl]phenyl phosphinate
• 英文别名: [Butoxy-[[oxido-di(propan-2-yloxy)phosphaniumyl]methyl]phosphoryl]benzene；[butoxy-[[oxido-di(propan-2-yloxy)phosphaniumyl]methyl]phosphoryl]benzene
• CAS: 1382937-01-0
• 化学式: C₁₇H₃₀O₅P₂
• 分子量: 376.37
• InChiKey: UJWMKCSBYQRHDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  67.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  三甲基溴硅烷 、 butyl [(diisopropylphosphono)methyl]phenyl phosphinate 以 二氯甲烷 为溶剂， 反应 16.0h， 以100%的产率得到methyl [methyl(dimethylphosphonate)]phenyl phosphinate
  参考文献：
  名称：

  Chemistry of the Versatile (Hydroxymethyl)phosphinyl P(O)CH₂OH Functional Group

  摘要：

  (Hydroxymethyl)phosphorus compounds are well-known and valuable compounds in general; however the use of (hydroxymethyl)phosphinates (RP)-P-1(O)(OR2)CH2OH in particular has been much more limited. The potential of this functionality has not yet been fully realized because the mild unmasking of the hydroxymethyl group was not available. The mild oxidative conversion of (RP)-P-1(O)(OR2)CH2OH into (RP)-P-1(O)(OR2)H using the Corey-Kim oxidation is described. Other reactions preserving the methylene carbon are also reported.

  DOI：

  10.1021/ol3013793
• 作为产物：
  描述：

  苯膦酸 在 吡啶 、 sodium hydride 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 90.0h， 生成 butyl [(diisopropylphosphono)methyl]phenyl phosphinate
  参考文献：
  名称：

  Chemistry of the Versatile (Hydroxymethyl)phosphinyl P(O)CH₂OH Functional Group

  摘要：

  (Hydroxymethyl)phosphorus compounds are well-known and valuable compounds in general; however the use of (hydroxymethyl)phosphinates (RP)-P-1(O)(OR2)CH2OH in particular has been much more limited. The potential of this functionality has not yet been fully realized because the mild unmasking of the hydroxymethyl group was not available. The mild oxidative conversion of (RP)-P-1(O)(OR2)CH2OH into (RP)-P-1(O)(OR2)H using the Corey-Kim oxidation is described. Other reactions preserving the methylene carbon are also reported.

  DOI：

  10.1021/ol3013793

文献信息

• Chemistry of the Versatile (Hydroxymethyl)phosphinyl P(O)CH₂OH Functional Group
  作者：Olivier Berger、Laurent Gavara、Jean-Luc Montchamp

  DOI：10.1021/ol3013793

  日期：2012.7.6

  (Hydroxymethyl)phosphorus compounds are well-known and valuable compounds in general; however the use of (hydroxymethyl)phosphinates (RP)-P-1(O)(OR2)CH2OH in particular has been much more limited. The potential of this functionality has not yet been fully realized because the mild unmasking of the hydroxymethyl group was not available. The mild oxidative conversion of (RP)-P-1(O)(OR2)CH2OH into (RP)-P-1(O)(OR2)H using the Corey-Kim oxidation is described. Other reactions preserving the methylene carbon are also reported.