methylenebis(2,2,3,3,4,4,4-heptafluoro-1-butyl methyl phosphonate)

• 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: methylenebis(2,2,3,3,4,4,4-heptafluoro-1-butyl methyl phosphonate)
• 英文别名: 1,1,1,2,2,3,3-Heptafluoro-4-[[2,2,3,3,4,4,4-heptafluorobutoxy(methoxy)phosphoryl]methyl-methoxyphosphoryl]oxybutane
• 化学式: C₁₁H₁₂F₁₄O₆P₂
• 分子量: 568.138
• InChiKey: QPXTTXCLVFGKHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  亚甲基双膦酰二氯 、 甲醇 、 2,2,3,3,4,4,4-七氟-1-丁醇 在 四氮唑 、 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以25%的产率得到methylenebis(2,2,3,3,4,4,4-heptafluoro-1-butyl methyl phosphonate)
  参考文献：
  名称：

  Facile high yielding synthesis of symmetric esters of methylenebisphosphonic acid

  摘要：

  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.

  DOI：

  10.1016/s0040-4020(01)00846-8

文献信息

• 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.