dichlorofluoroacetaldehyde | 63034-44-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氟化物
• 英文名称: dichlorofluoroacetaldehyde
• 英文别名: 2,2-dichloro-2-fluoroacetaldehyde
• CAS: 63034-44-6
• 化学式: C₂HCl₂FO
• 分子量: 130.934
• InChiKey: LAVNLOJEYZYMFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  dichlorofluoroacetaldehyde 在 氧气 、 氯 、 二氧化氮 作用下， 生成
  参考文献：
  名称：

  Thermal Decomposition of CF3C(O)O2NO2, CClF2C(O)O2NO2, CCl2FC(O)O2NO2, and CCl3C(O)O2NO2

  摘要：

  AbstractHaloacetyl, peroxynitrates are intermediates in the atmospheric degradation of a number of haloethanes. In this work, thermal decomposition rate constants of CF3C(O)O2NO2, CClF2C(O)O2NO2, CCl2FC(O)O2NO2, and CCl3C(O)O2NO2 have been determined in a temperature controlled 420 l reaction chamber. Peroxynitrates (RO2NO2) were prepared in situ by photolysis of RH/Cl2/O2/NO2/N2 mixtures (R = CF3CO, CClF2CO, CCl2FCO, and CCl3CO). Thermal decomposition was initiated by addition of NO, and relative RO2NO2 concentrations were measured as a function of time by long‐path IR absorption using an FTIR spectrometer. First‐order decomposition rate constants were determined at atmospheric pressure (M = N2) as a function of temperature and, in the case of CF3C(O)O2NO2 and CCl3C(O)O2NO2, also as a function of total pressure. Extrapolation of the measured rate constants to the temperatures and pressures of the upper troposphere yields thermal lifetimes of several thousands of years for all of these peroxynitrates. Thus, the chloro(fluoro)acetyl peroxynitrates may play a role as temporary reservoirs of Cl, their lifetimes in the upper troposphere being limited by their (unknown) photolysis rates. Results on the thermal decomposition of CClF2CH2O2NO2 and CCl2FCH2O2NO2 are also reported, showing that the atmospheric lifetimes of these peroxynitrates are very short in the lower troposphere and increase to a maximum of several days close to the tropopause. The ratio of the rate constants for the reactions of CF3C(O)O2 radicals with NO2 and NO was determined to be 0.64 ± 0.13 (2σ) at 315 K and a total pressure of 1000 mbar (M = N2). © 1994 John Wiley & Sons, Inc.

  DOI：

  10.1002/kin.550260805
• 作为产物：
  描述：

  methyl 2,2-dichloro-2-fluoroacetate 在 lithium aluminium tetrahydride 作用下， 生成 dichlorofluoroacetaldehyde
  参考文献：
  名称：

  Tropospheric Reaction Products and Mechanisms of the Hydrochlorofluorocarbons 141b, 142b, 225ca, and 225cb

  摘要：

  The Cl atom-initiated photooxidation of CF3CF2CHCl2 (HCFC-225ca) produced CF3CF2C(O)Cl in 100% yield, while CF2ClCF2CHFCl (HCFC-225cb) yielded CF2ClCF2-C(O)F (99%) and C(O)FCl (1%). The two-carbon aldehydes CFCl2CHO and CF2ClCHO were positively observed as photooxidation products of CFCl2CH3 (HCFC-141b) and CF2ClCH3 (HCFC-142b), respectively. Their calculated 100% formation yields show conclusively that under lower tropospheric conditions the alkoxy radicals CFCl2-CH2O and CF2ClCH2O do not undergo C-C bond scission, but rather react with O2 to form the aldehydes and HO2. The contributions of two competing reaction pathways for the acyl radicals formed from the OH radical-initiated reactions of halogenated aldehydes, CX3CO --> CX3 + CO (a) and CX3CO + O2 --> CX3C(O)OO (b), were determined as 79 +/- 7% (a) and 21 +/- 5% (b) for the acyl radical CFCl2-CO and 39 +/- 3% (a) and 61 +/- 5% (b) for CF2ClCO at 298 K and 740 Torr of air. These results are intermediate and consistent with those reported in the literature for the corresponding reactions of CCl3CO and CF3CO radicals.

  DOI：

  10.1021/es00062a014

文献信息

• Aromatic polyfluoro-compounds. Part XXXI. The synthesis and reactions of some halogenomethylpentafluorophenylmethanols and routes to some pentafluorophenylacetylenes
  作者：P. L. Coe、R. G. Plevey、J. C. Tatlow

  DOI：10.1039/j39660000597

  日期：——

  Pentafluorophenylmagnesium bromide reacted with trichloro-, dichloro-, chlorodifluoro-, bromo-, and trifluoro-acetaldhyde to form the corresponding halogenomethylpentafluorophenylmethanols. These alcohols on oxidation afforded ketones, which underwent haloform cleavage, whilst with phosphorus pentachloride they gave the expected chloropentafluorophenylethanes in good yield. Dehydrohalogenation or dehalogenation

  五氟苯基溴化镁与三氯，二氯，氯二氟，溴和三氟乙醛反应生成相应的卤代甲基五氟苯基甲醇。这些醇氧化后得到酮，将其进行卤仿裂解，同时与五氯化磷一起以良好的收率得到预期的氯五氟苯基乙烷。后者的脱卤化氢或脱卤化作用提供了生成五氟苯基-和氯五氟苯基-乙炔的途径。
• Fluorine-Containing Organozinc Reagents. Part III. A new formylation reaction of fluroalkylzinc halides
  作者：Robert Werner Lang

  DOI：10.1002/hlca.19880710210

  日期：1988.3.16

  A new Si-induced Vilsmeier-type formylation of F-containing organozinc reagents is described. This two-step process via the isolable intermediate 10 seems to be quite general for the synthesis of anhydrous polyhalogenated aldehydes.

  描述了一种新的硅诱导的含氟有机锌试剂的Vilsmeier型甲酰化。对于合成无水多卤代醛而言，经由可分离的中间体10的两步过程似乎是非常普遍的。
• SATO, HARUO;NAKAMURA, TADAYUKI, NIPPON KAGAKU KAJSI,(1991) N, S. 548-551
  作者：SATO, HARUO、NAKAMURA, TADAYUKI

  DOI：——

  日期：——
• Tuazon Ernesto C., Atkinson Roger, Environ. Sci. and Technol., 28 (1994) N 13, S 2306-2313
  作者：Tuazon Ernesto C., Atkinson Roger

  DOI：——

  日期：——
• LANG, ROBERT WERNER, HELV. CHIM. ACTA, 71,(1988) N 2, 369-373
  作者：LANG, ROBERT WERNER

  DOI：——

  日期：——