tert-butyl phenyl methylphosphonate | 189636-59-7

• 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: tert-butyl phenyl methylphosphonate
• 英文别名: [methyl-[(2-methylpropan-2-yl)oxy]phosphoryl]oxybenzene
• CAS: 189636-59-7
• 化学式: C₁₁H₁₇O₃P
• 分子量: 228.228
• InChiKey: PWSGITIZYNONKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二苯甲基膦酸 、 叔丁醇 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 1.0h， 以75%的产率得到tert-butyl phenyl methylphosphonate
  参考文献：
  名称：

  Diphenyl methylphosphonate as a phosphonylation reagent with high diastereoselectivity at phosphorus

  摘要：

  Reaction of diphenyl methylphosphonate with lithium alkoxides generated in situ from alcohols and butyllithium gives phenyl alkyl methylphosphonate diesters even with hindered alcohols and with high diastereoselectivity at phosphorus. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4039(97)00423-1

文献信息

• Copper-Catalyzed Synthesis of Mixed Alkyl Aryl Phosphonates
  作者：Martín Fañanás-Mastral、Ben L. Feringa

  DOI：10.1021/ja505281v

  日期：2014.7.16

  Copper-catalysis allows the direct oxygenarylation of dialkyl phosphonates with diaryliodonium salts. This novel methodology proceeds with a wide range of phosphonates and phosphoramidates under mild conditions and gives straightforward access to valuable mixed alkyl aryl phosphonates in very good yields and near perfect selectivity.
• Diphenyl methylphosphonate as a phosphonylation reagent with high diastereoselectivity at phosphorus
  作者：Robert M. Moriarty、Anping Tao、Cristian Condeiu、Richard Gilardi

  DOI：10.1016/s0040-4039(97)00423-1

  日期：1997.4

  Reaction of diphenyl methylphosphonate with lithium alkoxides generated in situ from alcohols and butyllithium gives phenyl alkyl methylphosphonate diesters even with hindered alcohols and with high diastereoselectivity at phosphorus. (C) 1997 Elsevier Science Ltd.