(hydroxymethyl)di-p-anisylphosphine oxide | 106649-35-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (hydroxymethyl)di-p-anisylphosphine oxide
• 英文别名: (Hydroxymethyl)bis(4-methoxyphenyl)phosphine oxide；bis(4-methoxyphenyl)phosphorylmethanol
• CAS: 106649-35-8
• 化学式: C₁₅H₁₇O₄P
• 分子量: 292.271
• InChiKey: UAJBARZQKXIRGD-UHFFFAOYSA-N

物化性质

• 熔点：
  155-157 °C(Solv: ethanol (64-17-5); acetone (67-64-1))
• 沸点：
  423.5±40.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (hydroxymethyl)di-p-anisylphosphine oxide 在 五氯化磷 作用下， 以 苯 为溶剂， 反应 0.5h， 以82%的产率得到1-[Chloromethyl-(4-methoxyphenyl)phosphoryl]-4-methoxybenzene
  参考文献：
  名称：

  Patsanovskii, I. I.; Ishmaeva, E. A.; Sundukova, E. N., Journal of general chemistry of the USSR, 1986, vol. 56, # 3, p. 501 - 509

  摘要：

  DOI：
• 作为产物：
  描述：

  聚合甲醛 、 bis(4-methoxyphenyl)phosphine oxide 在 sodium 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以73%的产率得到(hydroxymethyl)di-p-anisylphosphine oxide
  参考文献：
  名称：

  Reduction of Functionalized Tertiary Phosphine Oxides with BH₃

  摘要：

  A direct stereoselective conversion of tertiary hydroxyalkylphosphine oxides to the corresponding tertiary hydroxyalkylphosphineboranes involving facile reduction of the P=O bond by BH3 under mild conditions has been developed. The unprecedented facility of reduction of the strong P=O bond by BH3, a mild reducing agent, has been achieved through an intramolecular P=O center dot center dot center dot B complexation directed by proximal alpha- or beta-hydroxy groups present in the phosphine oxide structures. As established by two chemical correlations, the developed transformation of hydroxyalkylphosphine oxides into hydroxyalkylphosphine-boranes takes place with complete inversion of configuration at P.

  DOI：

  10.1021/jo502623g

文献信息

• Synthesis and biological activity of dialkylamino-substituted phosphine oxides
  作者：A. N. Yarkevich、L. N. Petrova、S. O. Bachurin

  DOI：10.1134/s1070363212100052

  日期：2012.10

  A series of dialkylamino-substituted phosphine oxides was synthesized and their physiological activity was studied.
• Tsvetkov, E. N.; Tkachenko, S. E.; Yarkevich, A. N., Bulletin de la Societe Chimique de France, 1988, # 2, p. 339 - 341
  作者：Tsvetkov, E. N.、Tkachenko, S. E.、Yarkevich, A. N.

  DOI：——

  日期：——
• PATSANOVSKIJ, I. I.;ISHMAEVA, EH. A.;SUNDUKOVA, E. N.;YARKEVICH, A. N.;TS+, ZH. OBSHCH. XIMII, 1986, 56, N 3, 567-576
  作者：PATSANOVSKIJ, I. I.、ISHMAEVA, EH. A.、SUNDUKOVA, E. N.、YARKEVICH, A. N.、TS+

  DOI：——

  日期：——
• Reduction of Functionalized Tertiary Phosphine Oxides with BH₃
  作者：Sylwia Sowa、Marek Stankevič、Anna Szmigielska、Hanna Małuszyńska、Anna E. Kozioł、K. Michał Pietrusiewicz

  DOI：10.1021/jo502623g

  日期：2015.2.6

  A direct stereoselective conversion of tertiary hydroxyalkylphosphine oxides to the corresponding tertiary hydroxyalkylphosphineboranes involving facile reduction of the P=O bond by BH3 under mild conditions has been developed. The unprecedented facility of reduction of the strong P=O bond by BH3, a mild reducing agent, has been achieved through an intramolecular P=O center dot center dot center dot B complexation directed by proximal alpha- or beta-hydroxy groups present in the phosphine oxide structures. As established by two chemical correlations, the developed transformation of hydroxyalkylphosphine oxides into hydroxyalkylphosphine-boranes takes place with complete inversion of configuration at P.
• Patsanovskii, I. I.; Ishmaeva, E. A.; Sundukova, E. N., Journal of general chemistry of the USSR, 1986, vol. 56, # 3, p. 501 - 509
  作者：Patsanovskii, I. I.、Ishmaeva, E. A.、Sundukova, E. N.、Yarkevich, A. N.、Tsvetkov, E. N.

  DOI：——

  日期：——