(2-(5-chloro-2-hydroxyphenyl)-2-phenylvinyl)diphenylphosphine oxide | 1161849-11-1

• 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: (2-(5-chloro-2-hydroxyphenyl)-2-phenylvinyl)diphenylphosphine oxide
• CAS: 1161849-11-1
• 化学式: C₂₆H₂₀ClO₂P
• 分子量: 430.87
• InChiKey: MGGPKPUFUKMXCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.45
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  苯基氯化镁 、 2,6-dichloro-2-oxo-4-phenylbenzo[e]-1,2-oxaphosphorinine 以100%的产率得到(2-(5-chloro-2-hydroxyphenyl)-2-phenylvinyl)diphenylphosphine oxide
  参考文献：
  名称：

  Synthesis and Chemical Properties of Benzo[e]-1,2-Oxaphosphorinine Derivatives—Analogues of Coumarins

  摘要：

  The 4-aryl(alkyl)benzo[e]-1,2-oxaphosphorine derivatives (phosphacoumarins) were obtained by the reaction of 2,2,2-trihalogenobenzo[d]-1,3,2-dioxaphospholes with terminal acetylenes. The reactions of phosphacoumarins with halogens and Grignard reagents were investigated.

  DOI：

  10.1080/10426500701764957

文献信息

• Synthesis of racemic P-chiral phosphine oxides and phosphonium salts by stepwise reaction of phosphacoumarins with organomagnesium compounds
  作者：Dmitry A. Tatarinov、Denis M. Kuznetsov、Robert R. Fayzullin、Vladimir F. Mironov

  DOI：10.1016/j.jorganchem.2020.121313

  日期：2020.7

  A new effective synthetic route to the racemic phosphine oxides and phosphonium salts with a P-asymmetric center was developed based on the stepwise reaction of phosphacoumarins with organomagnesium compounds. A selective P–C bond formation was achieved on each step owing to the differences in reactivity of the exocyclic P–Cl or P–O bonds and endocyclic P–O bond of phosphacoumarins. It was found that

  基于磷香豆素与有机镁化合物的逐步反应，开发了一种新的有效的合成途径来合成具有P-不对称中心的外消旋氧化膦和phospho盐。由于磷香豆素的环外P–Cl或P–O键和内环P–O键的反应性不同，因此在每个步骤上都实现了选择性的P–C键形成。已发现磷酸香豆素盐的P（O）OMgX片段不会阻碍在磷原子处伴随开环和P–C键形成的取代反应。