diphenyl ester of 1-coumarinylbenzylphosphonic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: diphenyl ester of 1-coumarinylbenzylphosphonic acid
• 英文别名: 3-[Diphenoxyphosphoryl(phenyl)methyl]chromen-2-one
• 化学式: C₂₈H₂₁O₅P
• 分子量: 468.446
• InChiKey: KWWMWNYXYVPMFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  磷酸三苯酯 、 3-(1-bromobenzyl)-2-oxo-2H-chromene 以 甲苯 为溶剂， 反应 5.0h， 生成 diphenyl ester of 1-coumarinylbenzylphosphonic acid
  参考文献：
  名称：

  Esters of 1-coumarinylbenzylphosphonic acid—IR-spectroscopic and theoretical elucidation

  摘要：

  The IR-spectroscopic properties of three esters of 1-coumarinylbenzylphosphonic acid are elucidated both in solution and in solid-state. Linear-polarized IR-spectroscopy of oriented colloid suspensions in nematic host is used for experimental IR-characteristic band assignment in solid-state. Theoretical quantum chemical DFT calculations at B3LYP level of theory and 6-31++G** basis set are carried. Theoretical electronic structure and vibrational properties of compounds studied are discussed. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2008.09.028

文献信息

• Reaction of 3-bromobenzyl and 3-bromoacetyl coumarin with phosphites. Synthesis of some new phosphonates and phosphates in the coumarin series
  作者：Rositca Nikolova、Anka Bojilova、Nestor A. Rodios

  DOI：10.1016/s0040-4020(98)00892-8

  日期：1998.11

  3 with trialkyl phosphites afforded in good yields the corresponding dialkyl phosphonates 5, the Arbuzov reaction products. The interaction of trialkyl phosphites with 3-(ω-bromoacetyl)coumarin 4 gave the corresponding dialkyl vinylphosphates 8 as the only isolated products, whereas dialkyl phosphites reacted with 4 under phase transfer catalysis and gave vinylphosphates 8 or dialkyl 1,2-epoxy-ethylphosphonates

  3-（1-溴苄基）香豆素3与亚磷酸三烷基酯的反应以良好的产率提供了相应的二烷基膦酸酯5，即Arbuzov反应产物。亚磷酸三烷基酯与3-（ω-溴乙酰基）香豆素4的相互作用产生了相应的二烷基乙烯基磷酸酯8作为唯一的分离产物，而亚磷酸二烷基酯在相转移催化下与4反应生成了乙烯基磷酸酯8或1,2-环氧-乙基膦酸二烷基酯。9。β-氧代膦酸酯7是从衍生物10的反应获得的。用亚磷酸三烷基酯与随后的二烷基β-hydr基膦酸酯11的水解反应形成。
• Esters of 1-coumarinylbenzylphosphonic acid—IR-spectroscopic and theoretical elucidation
  作者：Rositca D. Nikolova、Sonya Zareva、Eleonora Ilieva、Tsonko Kolev、Bojidarka Koleva

  DOI：10.1016/j.saa.2008.09.028

  日期：2009.3

  The IR-spectroscopic properties of three esters of 1-coumarinylbenzylphosphonic acid are elucidated both in solution and in solid-state. Linear-polarized IR-spectroscopy of oriented colloid suspensions in nematic host is used for experimental IR-characteristic band assignment in solid-state. Theoretical quantum chemical DFT calculations at B3LYP level of theory and 6-31++G** basis set are carried. Theoretical electronic structure and vibrational properties of compounds studied are discussed. (c) 2008 Elsevier B.V. All rights reserved.