1,1,2,2-tetrachloro-ethyl | 23273-90-7

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: 1,1,2,2-tetrachloro-ethyl
• 英文别名: Tetrachloraethyl-radikal
• CAS: 23273-90-7
• 化学式: C₂HCl₄
• 分子量: 166.842
• InChiKey: XOEOIWQIDRCNMV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  6
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,1,2,2-四氯乙烷 在 hydroxide 作用下， 生成 1,1,2,2-tetrachloro-ethyl
  参考文献：
  名称：

  羟基与五种卤素取代的乙烷在292至366 K之间反应的速率常数

  摘要：

  The discharge flow and resonance fluorescence (DF-RF) method was used to measure the rate constants of OH reactions with four halogenated ethans from 292 to 366 K. The results are as follows (cm3 molecule-1 s-1); ClCH2CH2Cl: k1 = (10.5 +/- 1.6) x 10(-12) exp(-(1141 +/- 107)/T) BrCH2CH2Br: k2 = (14.6 +/- 2.6) x 10(-12) exp(-(1281 +/- 136)/T) Cl2CHCHCl2: k3 = (3.70 +/- 0.46) x 10(-12) exp(-(816 +/- 90)/T) CH3CH2Br: k4 = (27.7 +/- 3.4) x 10(-12) exp(-(1344 +/- 87)/T) Errors in these Arrhenius parameters are standard deviation 1-sigma. The rate constants at 296 K are 2.22 +/- 0.44, 1.93 +/- 0.39, 2.35 +/- 0.47, and 2.96 +/- 0.60 (10(-13) cm3 molecule-1 s-1), respectively. The rate constant of the OH + Cl3CCHCl2 reaction was measured at 292 K. It is 2.33 +/- 0.46 (10(-13) cm3 molecule-1 s-1). Earlier work done at 296 K for CH2ClCH2Cl and CH2BrCH2Br gave 2.20 +/- 0.50 and 2.50 +/- 0.55 (10(-13) cm3 molecule-1 s-1), which is in good agreement with that of 1,2-dichloroethane but in poor agreement for that of 1,2-dibromoethane. It is shown that the results obtained from Arrhenius equation of these reactions, except that for CH3CH2Br, could be found in good agreement with those of experiment by using the bond energy bond order-activated complex theory (BEBO-ACT) method and assuming free internal rotation in the activated complex molecules.

  DOI：

  10.1021/j100181a032

文献信息

• Identification of organic acids and other intermediates in oxidative degradation of chlorinated ethanes on titania surfaces en route to mineralization: a combined photocatalytic and radiation chemical study
  作者：Yun Mao、Christian Schoeneich、Klaus Dieter Asmus

  DOI：10.1021/j100177a085

  日期：1991.11

  The oxidative degradation of chlorinated ethanes proceeds practically via the same mechanism in gamma-radiolysis and photocatalysis at TiO2 surfaces, respectively. C-centered radicals generated via hydroxyl radical induced C-H bond cleavage and peroxyl radicals derived therefrom after oxygen addition are the key radical intermediates in these processes. The main molecular products identified and isolated in both the gamma-radiolytic and photocatalytic experiments are organic (mostly chlorinated) acids, HCl, and CO2. Other products formed in minor yields are aldehydes and HCOOH. Photocatalytic degradation of these product acids and nonionic substrates leads eventually to complete mineralization. The results strongly suggest that the photocatalytic degradation is initiated by an oxidation of the chlorinated compounds through TiO2-surface-adsorbed hydroxyl radicals. Only some acids, like trichloroacetic acid and oxalic acid, seem to be oxidized primarily by valence band holes via a photo-Kolbe process. Several rate constants are reported on the oxidation of chlorinated ethanes and acids by free and surface-adsorbed hydroxyl radicals and on the overall photocatalytic degradation of the chlorinated compounds. The paper also includes a discussion of the material balance. The study demonstrates the value of radiation chemical investigations for the understanding of the details in the photocatalytic mineralization process of halogenated organic compounds.
• Laser photolysis/laser-induced fluorescence studies of the reaction of hydroxyl with 1,1,1,2- and 1,1,2,2-tetrachloroethane over an extended temperature range
  作者：Zhen Jiang、Philip H. Taylor、Barry Dellinger

  DOI：10.1021/j100121a033

  日期：1993.5

  Absolute rate coefficients are reported for the gas-phase reaction of OH radicals with 1,1,1,2-(k1) and 1,1,2,2-tetrachloroethane (k2) over an extended temperature range. Employing a laser photolysis/laser-induced fluorescence technique, experiments were conducted with a flow system at a total pressure of 740 +/- 10 Torr using He as diluent and carrier gas. The temperature dependence of the rate coefficients was best described by the modified Arrhenius expressions k1(293-882 K) = (3.36 +/- 0.52) X 10(-12)(T/300)1.21 exp[(-1553 +/- 92)/T] cm3 molecule-1 s-1 and k2(295-701 K) = (2.72 +/- 0.42) X 10(-12)(T/300)0.22 exp[(-915 +/- 62)/T] cm3 molec-1 s-1. The room temperature reactivity of k1 is nearly an order of magnitude less than k2. The difference in reactivity is discussed in terms of C-H bond dissociation energies and polarity changes in the transition state induced by the presence of beta Cl substitution. Revised substituent factors for Atkinson's structure-activity relationship model derived from our experimental measurements are shown to improve the predictions of this model.