Trifluoromethoxide | 57178-38-8

• 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: Trifluoromethoxide
• 英文别名: trifluoromethanolate
• CAS: 57178-38-8
• 化学式: CF₃O
• 分子量: 85.0056
• InChiKey: DJXJARQPGKYVNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  5
• 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：
  23.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Trifluoromethoxide 在 硝酸氯盐 作用下， 21.9 ℃ 、53.33 Pa 条件下， 生成 氟光气
  参考文献：
  名称：

  Reactions of CF₃O^- with Atmospheric Trace Gases

  摘要：

  The rate coefficients and product yields for the reactions of CF3O- with ClONO2, HNO3, HCl, N2O5, So(2), HI, and H2O were measured at 295 K and similar to 0.4 Torr using the flowing afterglow technique. The reactions of CF3O- with HO(2)NO2 and H2SO4 were also studied qualitatively. CF3O- reacts rapidly with ClONO2, HO2NO2, SO2, and HCl by only fluoride transfer and with HNO3, HI, and H2SO4 by both fluoride and proton transfer. CF3O- also reacts with HI to form IF2- and with N2O5 to produce NO3-. CF3O- undergoes a slow clustering reaction with H2O and is transformed within water clusters into F-. HF and F-.(HF)(2). CF3O- is unreactive with CH3NO3, CH3C(O)O2NO2, O-3, NO2, CO2, and O-2. These results demonstrate that CF3O- is an excellent candidate as a reagent ion for the selective detection of ClONO2, HCl, and HNO3 in the upper troposphere and stratosphere with a chemical ionization mass spectrometer. The observed reaction of CF3O- with H(2)0 within water clusters indicates that CF3O- will hydrolyze in aqueous solution to form F-, HF, and CO2. This provides insight into the mechanism for the heterogeneous loss of CF3OH in the atmosphere.

  DOI：

  10.1021/jp951928u
• 作为产物：
  描述：

  双(三氟甲基)过氧化物 在 free electron 作用下， 以 gaseous matrix 为溶剂， 生成 Trifluoromethoxide
  参考文献：
  名称：

  Formation of CF3O− in the gas phase

  摘要：

  We report experimental studies of the formation of CF3O− by ion-molecule and electron attachment reactions, and theoretical investigations of the structure and energetics of CF3O− and its neutral counterpart CF3O. The anion CF3O− is formed from the rapid attachment of free electrons to its neutral dimer, (CF3O)2. Potential sources of CF3O− through ion-molecule reactions of CF3− and F− were surveyed. CF3O− is formed in the bimolecular ion-molecule reaction of CF3− with SO2 and the third-order association reaction of F− with CF2O. In addition, rate constants for the reactions of CF3− with a variety of neutral compounds were measured. A number of cases were found in which formation of CF3O− was energetically allowed but was not observed. The potential energy surfaces of CF3O and CF3O− have been investigated using a variety of density functional theory (DFT) techniques. The ground-state minimum energy structure of CF3O was found to be a A′2 Jahn–Teller distorted Cs-symmetry structure, while for the anion the ground state is A11 with a C3v-symmetry minimum. A search for other low-energy minima for CF3O− was unsuccessful. The DFT methods support a value for the adiabatic electron affinity of CF3O near 4.1 eV.

  DOI：

  10.1063/1.478753

文献信息

• Gas‐phase reactions of oxide and superoxide anions with CF₄, CF₃Cl, CF₃Br, CF₃I, and C₂F₄ at 298 and 500 K
  作者：Robert A. Morris

  DOI：10.1063/1.463941

  日期：1992.8.15

  Rate constants and product branching fractions have been measured for the gas-phase reactions of oxide (O−) and superoxide (O2−) anions with the halocarbons CF4, CF3Cl, CF3Br, CF3I, and C2F4 using a variable temperature–selected ion flow tube (VT–SIFT) instrument operated at 298 and 500 K. The reactions of O− with CF3X (X=Cl, Br, I) are fast and produce F−, XF−, and XO− for all X. For CF3Cl and CF3Br, X− is also formed. For CF3I, CF3− and IOF− are minor products. O− reacts rapidly with C2F4 producing F− as the major ionic product, along with contributions from reactive detachment and minor formation of FCO−, CF3−, and C2F3O−. The reaction of O2− with CF3Cl is slow, and both clustering and X− formation were observed. For CF3Br and CF3I, the reactions with O2− are fast, and nondissociative charge transfer was observed in addition to X− formation. O2− reacts rapidly with C2F4 by reactive detachment, in addition to producing F− as the major ionic product with smaller amounts of F2−, FCO−, FCO2−, CF3O−, and C2F4O−. O− and O2− were both found to be unreactive with CF4 at 298 and 500 K. The efficiencies of the reactions of both O− and O2− with CF3X are greater for the heavier halides at both 298 and 500 K. The rate constants for the reactions of O2− with CF3X appear to correlate both with the rates of thermal electron attachment to CF3X and with the electron affinities of CF3X, indicating that the O2−+CF3X reaction mechanism may involve initial electron transfer followed by dissociation. Thus the negative electron affinity of CF3Cl may explain the very slow rate for reaction with O2− despite the available exothermic pathways.
• Reactions of SF6- and I- with Atmospheric Trace Gases
  作者：L. Gregory Huey、David R. Hanson、Carleton J. Howard

  DOI：10.1021/j100014a021

  日期：1995.4

  The rate constants for the reactions of SF6- with ClNO3, HNO3, HCl, N2O5, NO2, O-3, Cl-2, Cl2O, HOCl, CF2O, CF3CFO, and SO2 were measured at 293 K using the flowing afterglow technique. The rate coefficients range from 2 x 10(-11) to 2 x 10(-9) cm(3) molecule(-1) s(-1) Most of the SF6- reactions give multiple products except for Cl-2, NO2, and O-3, which react only by charge transfer, and CF2O and CF3CFO, which react only by fluoride transfer. The reactions of SF6- with Br2O, BrNO3, and HOBr were studied qualitatively. All of the SF6- reactions studied provide a method for selectively detecting the neutral reactant by chemical ionization mass spectrometry. The reactions of I- with CINO3, N2O5, HNO3, NO2, and O-3 were also studied. The reactions with CINO3 and N2O5 are fast (kappa greater than or equal to 9 x 10(-10) cm(3) molecule(-1) s(-1)) and produce only NO3-. I- is unreactive with HNO3, NO2, and O-3. The SF6- reactions with HCl and O-3 and the I- reaction with N2O5 were found to be significantly faster than reported previously.