3-(2,2,2-三氟乙氧基)-1,2-丙二醇 | 25385-73-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 中文名称: 3-(2,2,2-三氟乙氧基)-1,2-丙二醇
• 英文名称: 3-(2,2,2-trifluoroethoxy)propan-1,2-diol
• 英文别名: 3-(2,2,2-trifluoroethoxy)-1,2-propanediol；TFEPD；3-(2,2,2-trifluoroethoxy)propane-1,2-diol
• CAS: 25385-73-3
• 化学式: C₅H₉F₃O₃
• 分子量: 174.12
• InChiKey: JCKKSEPCFAOARL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(2,2,2-三氟乙氧基)-1,2-丙二醇 生成 4-(2,2,2-Trifluoroethoxymethyl)-1,3-dioxolan-2-one
  参考文献：
  名称：

  MASAOKA, KIMIYA;KIEMIDZU, XIROAKI;NAKAYAMA, NOBUYUKI;NEHMOTO, FUDZITO

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2-Dimethyl-4-(2,2,2-trifluoroethoxymethyl)-1,3-dioxolane 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以83.2%的产率得到3-(2,2,2-三氟乙氧基)-1,2-丙二醇
  参考文献：
  名称：

  Fluoroalkyl derivatives of protected glycerol by nucleophilic substitution. Fluorine-containing amphiphilic mono- and bis-methacrylates

  摘要：

  The tosylate of protected glycerol (solketal, 4-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane) was fluoroalkylated by a nucleophilic substitution reaction with sodium polyfluoroalkoxides. On deprotection, 3-O-fluoroalkylated glycerol was obtained which was converted to mono-and bis-methacrylates; analogous methacrylate derivatives were prepared from 3,3,4,5,5,5-hexafluoro-pentane-1,2-diol. (C) 1997 Elsevier Science S.A.

  DOI：

  10.1016/s0022-1139(97)00063-8

文献信息

• Glycerol as a source of designer solvents: physicochemical properties of low melting mixtures containing glycerol ethers and ammonium salts
  作者：Alejandro Leal-Duaso、Pascual Pérez、José A. Mayoral、Elisabet Pires、José I. García

  DOI：10.1039/c7cp04987k

  日期：——

  In this work we report the preparation of mixtures of several alkyl glyceryl ethers, as hydrogen bond donor compounds, with two ammonium salts, choline chloride and N,N,N-triethyl-2,3-dihydroxypropan-1-aminium chloride. The stability of the mixtures at different molar ratios and temperatures has been evaluated in order to determine the formation of low melting mixtures. Liquid and stable mixtures have

  在这项工作中，我们报告了几种作为氢键供体化合物的烷基甘油基醚与两种铵盐，氯化胆碱和N，N，N的混合物的制备方法。-三乙基-2，3-二羟基丙烷-1-氯化铵。为了确定低熔点混合物的形成，已经评估了混合物在不同摩尔比和温度下的稳定性。已对液体和稳定的混合物进行了表征，并在293.15 K至343.15 K的温度范围内测量了它们的物理化学性质，例如密度，粘度，折射率，电导率和表面张力。甘油和氯化胆碱证明了通过改变氢键供体化合物或铵盐中的取代方式来调节理化性质的可能性，从而拓宽了这些混合物的应用范围。
• Synthesis of 3-alkoxypropan-1,2-diols from glycidol: experimental and theoretical studies for the optimization of the synthesis of glycerol derived solvents
  作者：A. Leal-Duaso、M. Caballero、A. Urriolabeitia、J. A. Mayoral、J. I. García、E. Pires

  DOI：10.1039/c7gc01583f

  日期：——

  A straightforward synthetic methodology has been derived for the synthesis of glycerol monoethers from glycidol and alcohols. Several homogeneous and heterogeneous basic catalysts have been tested, the best results being obtained with readily available and inexpensive alkaline metal hydroxides. In the best case, good yield of the desired monoether is obtained under smooth reaction conditions, always

  从缩水甘油和醇类合成甘油单醚已得到一种简单的合成方法。已经测试了几种均相和非均相的碱性催化剂，使用容易获得且便宜的碱金属氢氧化物可获得最佳结果。在最佳情况下，始终在缩水甘油的总转化下，在平稳的反应条件下获得所需单醚的良好收率。由于存在不希望的副反应，反应的选择性主要取决于所用的醇。通过计算DFT计算进行的机理研究，其中考虑了溶剂效应，并且对实验进行了补充，从而可以确定在反应条件下发生的主要反应路径，
• Methods for Making Functionalized Fluorinated Monomers, Fluorinated Monomers, and Compositions for Making the Same
  申请人：Etna-TEC, Ltd.

  公开号：US20180334417A1

  公开（公告）日：2018-11-22

  A method of making a functionalized fluorinated monomer for use in making oligomers and polymers that can be used to improve surface properties of polymer-derived systems, such as coatings. The method of making a functionalized fluorinated monomer includes reacting at least one fluorinated nucleophilic reactant, such as a fluorinated alcohol, with at least one compound containing at least one epoxide group. Other methods include reaction of a fluorinated alcohol with a cyclic carboxylic anhydride. In another embodiment, a method includes reacting a fluorinated mesylate, tosylate or triflate with an amine, alkoxide or phenoxide. In other embodiments, the method includes reacting a fluorinated alcohol with an alkyl halide, or reacting a fluorinated alkyl halide with an amine. The functionalized fluorinated monomers may be used as intermediates and reacted to modify the functional groups thereon. Further, the functionalized fluorinated monomers may be reacted to form polymers or oligomers, or with polymers or oligomers having functional groups to modify the polymer or oligomer through the functional group thereon,

  一种制备用于制备寡聚物和聚合物的官能化氟化单体的方法，可用于改善聚合物衍生系统（如涂层）的表面性能。制备官能化氟化单体的方法包括将至少一种氟化亲核试剂（如氟化醇）与至少一种含有至少一个环氧基团的化合物反应。其他方法包括将氟化醇与环状羧酸酐反应。在另一实施例中，一种方法包括将氟化甲磺酸酯、对甲苯磺酸酯或三氟甲烷磺酸酯与胺、烷氧基或苯氧基反应。在其他实施例中，该方法包括将氟化醇与烷基卤化物反应，或将氟化烷基卤化物与胺反应。这些官能化氟化单体可用作中间体，并可反应以修改其上的官能基团。此外，这些官能化氟化单体可用于与聚合物或寡聚物反应，或与具有官能基团的聚合物或寡聚物反应，通过其上的官能基团修改聚合物或寡聚物。