3,3,3,2,2-Pentafluoropropyl oxirane | 875-02-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: 3,3,3,2,2-Pentafluoropropyl oxirane
• 英文别名: 4,4,5,5,5-Pentafluor-1,2-epoxy-pentan；(2,2,3,3,3-pentafluoro-propyl)-oxirane；3-perfluoroethyl-1,2-epoxypropane；(2,2,3,3,3-Pentafluoropropyl)oxirane；2-(2,2,3,3,3-pentafluoropropyl)oxirane
• CAS: 875-02-5
• 化学式: C₅H₅F₅O
• 分子量: 176.086
• InChiKey: RSONLRWFEVQLQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,3,3,2,2-Pentafluoropropyl oxirane 在 lithium aluminium tetrahydride 、 三氯化铝 作用下， 以 乙醚 为溶剂， 生成 4,4,5,5,5-Pentafluor-pentanol-(2)
  参考文献：
  名称：

  Free-Radical Catalyzed Addition of Unsaturated Alcohols to Perhaloalkanes¹

  摘要：

  DOI：

  10.1021/jo01065a100
• 作为产物：
  描述：

  4,4,5,5,5-pentafluoro-2-iodopentyl acetate 在 sodium hydroxide 作用下， 以 乙醚 为溶剂， 反应 7.0h， 以20.9 g的产率得到3,3,3,2,2-Pentafluoropropyl oxirane
  参考文献：
  名称：

  An approach to fluorinated surface coatings via photoinitiated cationic cross-linking of mixed epoxy and fluoroepoxy systems

  摘要：

  The synthesis and characterisation of four polyfluorinated monoepoxides is described. These fluoroepoxy monomers were cationically polymerised either neat or as mixtures with diglycidylether of bisphenol-A using the initiator system (CH3CH2)(3)Al/H2O (2/1) or the photoinitiator Ph2I+, PF6-. Contact angle measurements indicated that, in favourable cases, the fluorinated epoxide monomer surface segregated at low loadings to give significant lowering of the surface free energy of photocured films of diglycidylether of bisphenol-A. (C) 2000 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00288-2

文献信息

• Isomerism and tautomerism of 5-fluoroalkyl-substituted 3-acetyldihydrofuran-2(3H)-ones
  作者：M. I. Kodess、E. G. Matochkina、D. N. Bazhin、T. I. Gorbunova、A. Ya. Zapevalov

  DOI：10.1134/s1070363209040215

  日期：2009.4

  The geometric isomerism and tautomeric equilibrium of 5-fluoroalkyl-3-acetyldihydrofuran-2(3H)-ones obtained by condensation of (perfluoroalkyl)methyloxiranes with acetoacetic ester were studied. In the solid state the acyl-gamma-lactones are in diketo form, mainly as cis isomer, whose structure is confirmed by the data of X-ray structural investigation, while in solution an equilibrium exists of cis-trans isomers and an enol form, as established by 1D and 2D methods of H-1, C-13, and F-19 NMR spectroscopy.
• Free-Radical Catalyzed Addition of Unsaturated Alcohols to Perhaloalkanes¹
  作者：J. D. PARK、F. E. ROGERS、J. R. LACHER

  DOI：10.1021/jo01065a100

  日期：1961.6
• An approach to fluorinated surface coatings via photoinitiated cationic cross-linking of mixed epoxy and fluoroepoxy systems
  作者：Stephen Matuszczak、W.James Feast

  DOI：10.1016/s0022-1139(99)00288-2

  日期：2000.3

  The synthesis and characterisation of four polyfluorinated monoepoxides is described. These fluoroepoxy monomers were cationically polymerised either neat or as mixtures with diglycidylether of bisphenol-A using the initiator system (CH3CH2)(3)Al/H2O (2/1) or the photoinitiator Ph2I+, PF6-. Contact angle measurements indicated that, in favourable cases, the fluorinated epoxide monomer surface segregated at low loadings to give significant lowering of the surface free energy of photocured films of diglycidylether of bisphenol-A. (C) 2000 Elsevier Science S.A. All rights reserved.