Ethyl 2,2-Difluoro-5-(diethoxyphosphinyl)pentanoate | 134704-98-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: Ethyl 2,2-Difluoro-5-(diethoxyphosphinyl)pentanoate
• 英文别名: Ethyl 5-(diethoxyphosphoryl)-2,2-difluoropentanoate；ethyl 5-diethoxyphosphoryl-2,2-difluoropentanoate
• CAS: 134704-98-6
• 化学式: C₁₁H₂₁F₂O₅P
• 分子量: 302.255
• InChiKey: IIVMTMGFYQYCDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Ethyl 2,2-Difluoro-5-(diethoxyphosphinyl)pentanoate 在 盐酸 作用下， 以 水 为溶剂， 反应 168.0h， 生成 2,2-difluoro-5-phosphonopentanoic acid
  参考文献：
  名称：

  [EN] FUEL CELL MEMBRANE CONTAINING ZIRCONIUM PHOSPHATE
  [FR] MEMBRANE DE PILE A COMBUSTIBLE

  摘要：

  本发明提供了一种具有以下结构的化合物：Zr（O3PZqYnX）2-m（03PR）m，其中X = 功能基团，例如CO2H，PO（OH）2和SO3H，以及SO2NHSO2W，其中W = 6至10个碳原子的芳基或Y; Y = 全氟线性，分支或环烷基，其中烷基为1-20个碳原子，或含有至少一种取代基的氟化基团，所述取代基被选自由氧，氯和溴的群组; Z = 1-12个碳原子的烷基，6-10个碳原子的芳基或3-10个碳原子的杂环芳基; R = 1-12个碳原子的烷基，6-10个碳原子的芳基，取代烷基或取代芳基，所述取代基被选自由F，Cl，全氟烷基，1-12个碳原子的烷基和6-10个碳原子的芳基; n = 0或1; q = 0或1; m = 0至1.5; 假设当n = 0，且q = 1时，Z = 至少具有3到10个碳原子，1到5个氮原子和0到4个氧原子的杂环基团。本发明还提供了一种聚合物电解质膜，催化剂涂层膜和具有该化合物的燃料电池。

  公开号：

  WO2004106349A1
• 作为产物：
  描述：

  烯丙基磷酸二乙酯 在 水 、 铜 、 nickel dichloride 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 Ethyl 2,2-Difluoro-5-(diethoxyphosphinyl)pentanoate
  参考文献：
  名称：

  A new approach to .alpha.,.alpha.-difluoro-functionalized esters

  摘要：

  The addition reaction of iododifluoroacetates to alkenes is initiated by copper powder (10-20 mol %) at 50-60-degrees-C. Both terminal and internal alkenes give good yields of adducts. The reaction is also applicable to alkenes containing a variety of functional groups, such as epoxy, hydroxy, ketone, ester, and phosphonate moieties. This reaction can be carried out either neat or in solvents such as hexane, benzene, acetonitrile, DMF, DMSO, and HMPA and is suppressed by p-dinitrobenzene and di-tert-butyl nitroxide. A single electron transfer initiated radical mechanism is proposed. In the presence of nickel dichloride hexahydrate, reduction of the adducts with zinc in moist THF provides the corresponding alpha,alpha-difluoro esters in good yields.

  DOI：

  10.1021/jo00017a026

文献信息

• A new approach to .alpha.,.alpha.-difluoro-functionalized esters
  作者：Zhen Yu Yang、Donald J. Burton

  DOI：10.1021/jo00017a026

  日期：1991.8

  The addition reaction of iododifluoroacetates to alkenes is initiated by copper powder (10-20 mol %) at 50-60-degrees-C. Both terminal and internal alkenes give good yields of adducts. The reaction is also applicable to alkenes containing a variety of functional groups, such as epoxy, hydroxy, ketone, ester, and phosphonate moieties. This reaction can be carried out either neat or in solvents such as hexane, benzene, acetonitrile, DMF, DMSO, and HMPA and is suppressed by p-dinitrobenzene and di-tert-butyl nitroxide. A single electron transfer initiated radical mechanism is proposed. In the presence of nickel dichloride hexahydrate, reduction of the adducts with zinc in moist THF provides the corresponding alpha,alpha-difluoro esters in good yields.
• [EN] FUEL CELL MEMBRANE CONTAINING ZIRCONIUM PHOSPHATE<br/>[FR] MEMBRANE DE PILE A COMBUSTIBLE
  申请人：DU PONT

  公开号：WO2004106349A1

  公开（公告）日：2004-12-09

  The present invention provides for a compound having the following structure: Zr(O3PZqYnX)2-m(03PR)m, wherein X = a functional group such as CO2H, PO(OH)2, and SO3H, and SO2NHSO2W, wherein W = aryl of 6 to 10 carbon atoms or Y; Y = perfluoro-linear, branched or cyclic alkylene group, wherein the alkylene is 1-20 carbon atoms, or a fluorinated group containing at least one substituent selected from the group consisting of oxygen, chlorine and bromine; Z = alkylene of 1-12 carbon atoms, aryl of 6-10 carbon atoms, or a heterocyclic aryl group of 3-10 carbons atoms; R = alkyl of 1-12 carbon atoms, aryl of 6-10 carbon atoms, substituted alkyl, or substituted aryl, wherein the substituent is selected from the group consisting of F, Cl, perfluoroalkyl, alkyl of 1-12 carbon atoms and aryl of 6-10 carbon atoms; n = 0 or 1; q = 0 or 1; and m = 0 to 1.5; with the proviso that when n = 0, and q = 1, Z = at least one heterocyclic group having 3 to 10 carbon atoms, 1 to 5 nitrogen atoms and 0 to 4 oxygen atoms. The invention also provides a polymer electrolyte membrane, a catalyst coated membrane and a fuel cell having this compound.

  本发明提供了一种具有以下结构的化合物：Zr（O3PZqYnX）2-m（03PR）m，其中X = 功能基团，例如CO2H，PO（OH）2和SO3H，以及SO2NHSO2W，其中W = 6至10个碳原子的芳基或Y; Y = 全氟线性，分支或环烷基，其中烷基为1-20个碳原子，或含有至少一种取代基的氟化基团，所述取代基被选自由氧，氯和溴的群组; Z = 1-12个碳原子的烷基，6-10个碳原子的芳基或3-10个碳原子的杂环芳基; R = 1-12个碳原子的烷基，6-10个碳原子的芳基，取代烷基或取代芳基，所述取代基被选自由F，Cl，全氟烷基，1-12个碳原子的烷基和6-10个碳原子的芳基; n = 0或1; q = 0或1; m = 0至1.5; 假设当n = 0，且q = 1时，Z = 至少具有3到10个碳原子，1到5个氮原子和0到4个氧原子的杂环基团。本发明还提供了一种聚合物电解质膜，催化剂涂层膜和具有该化合物的燃料电池。