diphenyl sec-butylphosphonate | 190962-81-3

• 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: diphenyl sec-butylphosphonate
• 英文别名: Diphenyl butan-2-ylphosphonate；[butan-2-yl(phenoxy)phosphoryl]oxybenzene
• CAS: 190962-81-3
• 化学式: C₁₆H₁₉O₃P
• 分子量: 290.299
• InChiKey: YSKXQPGIFJJARF-UHFFFAOYSA-N

物化性质

• 沸点：
  381.9±15.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  亚磷酸三苯酯 、 2-溴丁烷 在 amberlyst-15 resin 作用下， 反应 0.58h， 以86%的产率得到diphenyl sec-butylphosphonate
  参考文献：
  名称：

  Amberlyst-15催化的烷基/芳基/杂环膦酸酯的合成

  摘要：

  在无溶剂条件下，采用琥珀酰-15作为催化剂，通过烷基卤化物和亚磷酸三烷基酯/亚芳基酯的一锅缩合，合成了一种新颖而有效的合成膦酸烷基酯的方法。它显示出许多优点，例如产物的产率高，操作简单，分离方便和催化剂便宜。

  DOI：

  10.1016/j.cclet.2011.01.033

文献信息

• Mild and efficient Cs2CO3-promoted synthesis of phosphonates
  作者：Richard J Cohen、Daniel L Fox、Jarrod F Eubank、Ralph Nicholas Salvatore

  DOI：10.1016/j.tetlet.2003.09.045

  日期：2003.11

  mild and convenient synthesis for phosphonates using cesium carbonate (Cs2CO3), tetrabutylammonium iodide (TBAI) and DMF was developed at room temperature. Numerous dialkyl phosphites were screened using a diverse array of alkyl halides and these reaction conditions were found to be highly efficient producing various phosphonates exclusively in moderate to high yields. (C) 2003 Elsevier Ltd. All rights reserved.
• Synthesis and Structure-Activity Relationships for the Fungicidal Activity of<i>O</i>,<i>O</i>-bisaryl<i>sec</i>-butylphosphonates
  作者：Doyeli Sanyal、Nripendra K. Roy

  DOI：10.1002/(sici)1096-9063(199706)50:2<85::aid-ps576>3.0.co;2-e

  日期：1997.6

  Sixteen O,O-bisaryl sec-butylphosphonates have been synthesised by condensing sec-butylphosphonyl dichloride with substituted phenols. The compounds were tested against two phytopathogenic fungi, Rhizoctonia bataticola and Helminthosporium oryzae. The most active compound against R. bataticola is O,O-bis(3-methylphenyl) sec-butylphosphonate (ED50 29.56mg litre(-1)) and against H. oryzae, O,O-bis(2-chlorophenyl) sec-butylphosphonate and its parachloro analogue (ED50 0.14 and 0.13 mg litre(-1) respectively). Quantitative structure-activity relationships on the fungicidal activity have been analysed by means of multiple regression analysis using physicochemical substituent parameters. Electronic parameters viz., sigma and F have expressed significant variability in fungitoxicity against both the fungi, viz. R. bataticola and H. oryzae. Hydrophobic and steric parameters are also found to be important in the correlation studies.
• LUBRICANT COMPOSITION FOR INTERNAL COMBUSTION ENGINES
  申请人：Adeka Corporation

  公开号：EP2584026B1

  公开（公告）日：2017-07-05
• Amberlyst-15 catalyzed synthesis of alkyl/aryl/heterocyclic phosphonates
  作者：U.M. Rao Kunda、V.N. Reddy Mudumala、C.S. Reddy Gangireddy、B.R. Nemallapudi、K.N. Sandip、S.R. Cirandur

  DOI：10.1016/j.cclet.2011.01.033

  日期：2011.8

  A novel and efficient procedure for the synthesis of alkyl phosphonates through one pot condensation of alkyl halide and tri alkyl/aryl phosphite in the presence of amberlyst-15 as catalyst under solvent free conditions was applied. It demonstrated several advantages such as good yields of products, simple operation, convenient separation and inexpensive catalyst.

  在无溶剂条件下，采用琥珀酰-15作为催化剂，通过烷基卤化物和亚磷酸三烷基酯/亚芳基酯的一锅缩合，合成了一种新颖而有效的合成膦酸烷基酯的方法。它显示出许多优点，例如产物的产率高，操作简单，分离方便和催化剂便宜。