Methandiphosphonsaeuretetraphenylester | 84441-53-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: Methandiphosphonsaeuretetraphenylester
• 英文别名: methylenebis(diphenyl phosphonate)；[Diphenoxyphosphorylmethyl(phenoxy)phosphoryl]oxybenzene
• CAS: 84441-53-2
• 化学式: C₂₅H₂₂O₆P₂
• 分子量: 480.394
• InChiKey: ADHQNZWQTDCROY-UHFFFAOYSA-N

物化性质

• 熔点：
  82-83 °C
• 沸点：
  589.7±46.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  phosphorous acid ethyl ester-diphenyl ester 190.0~220.0 ℃ 、13.33 kPa 条件下， 反应 2.5h， 生成 Methandiphosphonsaeuretetraphenylester
  参考文献：
  名称：

  Paul, Gabriele; Herrmann, Eckhard, Zeitschrift fur Chemie, 1982, vol. 22, # 8, p. 307 - 308

  摘要：

  DOI：

文献信息

• Synthesis of Methylene Bisphosphonates from Carbon Disulfide and Phosphites via Desulfurization: A Mechanistic Study
  作者：B. Heuzé、M. Lemarié、M. Vazeux、M. Gulea、S. Masson、A. Sene、P. A. Jaffrès、A. Alberti、D. Macciantelli

  DOI：10.1080/10426500802715528

  日期：2009.4.7

  disulfide with an excess of sodium dialkylphosphite in an aprotic solvent led to the formation of the carbanion of methylene bisphosphonate and sodium thiophosphate. The mechanistic study of this unexpected reaction, using both 31 P NMR and ESR spectroscopy, suggests the formation of a radical intermediate able to abstract a hydrogen atom from the solvent.

  二硫化碳与过量的二烷基亚磷酸钠在非质子溶剂中的反应导致形成亚甲基双膦酸盐和硫代磷酸钠的碳负离子。使用 31 P NMR 和 ESR 光谱对这种意想不到的反应进行的机理研究表明，形成了一种能够从溶剂中提取氢原子的自由基中间体。
• Facile synthesis of symmetric esters of alkylenebisphosphonic acids
  申请人：——

  公开号：US20030060648A1

  公开（公告）日：2003-03-27

  A facile synthesis of symmetric esters of C 1 -C 10 alkylenebisphopsphonic acids is disclosed in which a C 1 -C 10 alkylenebis(phosphonic dichloride) is reacted with an alcohol in the presence of a catalytic amount of 1H-tetrazole and a base in an aprotic solvent to form a first reaction mixture. The first reaction mixture is maintained for a time period sufficient to form a C 1 -C 10 alkylenebis(chloro ester phosphonate) that is reacted under basic conditions with an excess of a hydroxylated compound to form a second reaction mixture that is itself maintained for a time period sufficient to form a C 1 -C 10 alkylenebis(ester phosphonate) partial ester, homoleptic tetraester or mixed tetraester. The material so formed can be recovered or used as is.

  本文披露了一种对称的C1-C10烷基双膦酸酯的简便合成方法，其中C1-C10烷基双(膦酸二氯化物)与醇在无极性溶剂中，在1H-四唑催化剂和碱的存在下反应形成第一反应混合物。第一反应混合物维持一定时间，形成C1-C10烷基双(氯酯膦酸酯)，在碱性条件下与过量的羟基化合物反应形成第二反应混合物，第二反应混合物维持一定时间，形成C1-C10烷基双(酯膦酸酯)部分酯、同配体四酯或混合四酯。所形成的材料可以回收或直接使用。
• Facile high yielding synthesis of symmetric esters of methylenebisphosphonic acid
  作者：Dominique C Stepinski、Derek W Nelson、Peter R Zalupski、Albert W Herlinger

  DOI：10.1016/s0040-4020(01)00846-8

  日期：2001.10

  The 1H-tetrazole catalyzed coupling of methylenebis(phosphonic dichloride), CH2(POCl2)(2), with primary alkyl, cyclic secondary alkyl, aromatic, and silicon- and fluorine-containing alcohols selectively affords symmetric P,P'-dialkyl partial esters as wen as homoleptic and mixed tetraesters. Two partial ester intermediates, methylenebis(2-ethylhexyl phosphonic chloride) and 2-ethylhexyl methylenebisphosphonic trichloride, were observed by H-1- and P-31 NMR spectroscopy in the esterification of CH2(POCl2)(2) with 2-ethyl-1-hexanol. (C) 2001 Elsevier Science Ltd. All rights reserved.
• UMETANI, SHIGEO;KIHARA, SORIN;MATSUI, MASAKAZU, ANAL. CHIM. ACTA, 232,(1990) N, C. 293-229
  作者：UMETANI, SHIGEO、KIHARA, SORIN、MATSUI, MASAKAZU

  DOI：——

  日期：——
• LANG G.; HERRMANN E., Z. ANORG. UND ALLG. CHEM., 536,(1986) N 5, 187-196
  作者：LANG G.、 HERRMANN E.

  DOI：——

  日期：——