trifluoromethyl hydroperoxide | 16156-36-8

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: trifluoromethyl hydroperoxide
• 英文别名: Perfluormethyl-hydroperoxid；Trifluoromethylhydroperoxid；Trifluormethylhydroperoxid；Trifluoromethaneperoxol；trifluoro(hydroperoxy)methane
• CAS: 16156-36-8
• 化学式: CHF₃O₂
• 分子量: 102.013
• InChiKey: UANXSGVNVXTETO-UHFFFAOYSA-N

物化性质

• 沸点：
  11.29°C (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  trifluoromethyl hydroperoxide 在 一氟化氯 作用下， 生成 chloroperoxytrifluoromethane
  参考文献：
  名称：

  Direct synthesis of fluorocarbon peroxides. III. Addition of chloroperoxytrifluoromethane to olefins

  摘要：

  DOI：

  10.1021/ja00834a004
• 作为产物：
  描述：

  Fluorformyl-perfluormethyl-peroxid, Fluorcarbonyl-trifluormethyl-peroxid 在 水 作用下， 生成 trifluoromethyl hydroperoxide
  参考文献：
  名称：

  Trifluoromethyl hydroperoxide. Properties and reactions with some acid fluorides

  摘要：

  DOI：

  10.1021/ja00745a009
• 作为试剂：
  描述：

  在 trifluoromethyl hydroperoxide 作用下， 以 四氢呋喃 为溶剂， 生成 顺式-二苯乙烯 、 1,2-二苯乙烷
  参考文献：
  名称：

  Kropp, Michael A.; Baillargeon, Michelle; Park, Kyung Mi, Journal of the American Chemical Society, 1991, vol. 113, # 6, p. 2155 - 2163

  摘要：

  DOI：

文献信息

• Rate constants for reduction of substituted methylperoxyl radicals by ascorbate ions and N,N,N',N'-tetramethyl-p-phenylenediamine
  作者：P. Neta、R. E. Huie、S. Mosseri、L. V. Shastri、J. P. Mittal、P. Maruthamuthu、S. Steenken

  DOI：10.1021/j100347a045

  日期：1989.5
• Synthesis of 1,1-difluoro-2-azaperhalo-1-butenes and their conversion to oxaziridines
  作者：Yuan Y. Zheng、Darryl D. DesMarteau

  DOI：10.1021/jo00173a012

  日期：1983.12
• Solvent effects in the reactions of peroxyl radicals with organic reductants: evidence for proton-transfer-mediated electron transfer
  作者：P. Neta、R. E. Huie、P. Maruthamuthu、S. Steenken

  DOI：10.1021/j100359a025

  日期：1989.11
• Reaction of 2-trifluoromethyl-3,3-difluorooxaziridine with some fluorinated nucleophiles
  作者：Akira Sekiya、Darryl D. DesMarteau

  DOI：10.1021/jo01321a022

  日期：1979.3
• Atmospheric Chemistry of HFC-134a: Kinetic and Mechanistic Study of the CF3CFHO2 + HO2 Reaction
  作者：M. Matti Maricq、Joseph J. Szente、Michael D. Hurley、Timothy J. Wallington

  DOI：10.1021/j100087a025

  日期：1994.9

  Rate constant measurements for the title reaction and for F + CF3CFH2 are reported over the 210-363 K temperature range. Reacting mixtures of CF3CFHO2 and HO2 radicals are created by the flash photolysis of F-2 in the presence of HFC-134a (CF3CFH2), H-2, and O-2 and are probed by time-resolved UV absorption spectroscopy. The deconvolution of spectra taken at various delay times provides concentration versus time profiles for the respective radical species. A comparison of the initial CF3CFHO2 and HO2 concentrations yields a relative rate determination of k(1) = (9.8(-5)(+9)) x 10-(11)e(1130+/-190)/T cm(3) S-1 for the F + CF3CFH2 rate constant. A simultaneous fit of the radical decay curves to a mechanism containing the known HO2 self-reaction kinetics, the previously determined CF3CFHO2 self-reaction mechanism, and a cross reaction between these species yeilds a rate constant of k(7) = (1.8(-1.0)(+24)) x 10(-13)e((910+/-220)/T) cm(3) s(-1) for the HO2 + CF3CFHO2 reaction. A product study at 296 K by Fourier transform infrared spectroscopy reveals that less than 5% of the product appears as CF3C(O)F. By inference, >95% of the reaction gives the hydroperoxide CF3CFHOOH. Implications of these results are discussed with respect to the atmospheric degradation of HFC-134a (CF3CFH2).