trans-1,2-Dichloroethylene epoxide | 16650-12-7

• 分子结构分类: 有机化合物
• 英文名称: trans-1,2-Dichloroethylene epoxide
• 英文别名: trans-2,3-dichlorooxirane；(2S,3S)-2,3-dichlorooxirane
• CAS: 16650-12-7
• 化学式: C₂H₂Cl₂O
• 分子量: 112.943
• InChiKey: BLJBBKAZKREJGI-JCYAYHJZSA-N

物化性质

• 沸点：
  20 °C(Press: 106 Torr)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  5
• 可旋转键数：
  0
• 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：
  1

反应信息

• 作为反应物：
  描述：

  trans-1,2-Dichloroethylene epoxide 在 magnesium 作用下， 生成 乙烯酮
  参考文献：
  名称：

  Maier, Guenther; Sayrac, Tugmac; Reisenauer, Hans Peter, Chemische Berichte, 1982, vol. 115, # 6, p. 2202 - 2213

  摘要：

  DOI：
• 作为产物：
  描述：

  反-1,2-二氯乙烯 在 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 生成 trans-1,2-Dichloroethylene epoxide
  参考文献：
  名称：

  通过在氯乙烯作为主要底物上生长的需氧培养物进行顺式1,2-二氯乙烯的新陈代谢。

  摘要：

  有氧浓缩培养物在氯乙烯（VC）上生长，这是唯一的碳和能量来源。在没有VC的情况下，浓缩培养物先氧化为顺式1,2-二氯乙烯（cDCE），然后在较小程度上反式为反式1,2-二氯乙烯（tDCE），然后氧化成相应的DCE-环氧化物。当提供VC（1.3 mM）和cDCE（0.2-0.3 mM）时，富集培养物将重复添加cDCE代谢超过85天。还证明了重复添加tDCE的代谢分解作用，但非生长底物与VC的比率较低。VC生长的铜绿假单胞菌MF1（先前从富集培养物中分离）也容易代谢cDCE，观察到的转化能力（Tc，obs）为0.82微摩尔cDCE /毫克总悬浮固体（TSS）。当提供VC和cDCE时，直到几乎所有的VC被消耗掉，MF1才开始对cDCE进行代谢分解。cDCE的存在降低了VC使用的最大特定速率。建立了动力学模型，该模型通过用于底物和非生长底物的Monod参数以及失活和抑制系数来描述这些现象。MF1对

  DOI：

  10.1021/es011220v

文献信息

• THE RADIOLYTIC SYNTHESIS OF THE cis- AND trans-ISOMERS OF 1,2-DICHLOROETHYLENE OXIDE
  作者：Jean H. Futrell、Amos S. Newton

  DOI：10.1021/ja01549a081

  日期：1958.8

  The cis- and trans-forms of 1.2-dichloroethylene oxide were produced. These compounds were not reported previously, and because of current interest in radiation utilization, preliminary data on the radolytic synthesis and physical properties are presented. (J.R.D.)

  产生了 1.2-二氯环氧乙烷的顺式和反式。这些化合物以前没有报道过，并且由于目前对辐射利用的兴趣，提供了有关辐射分解合成和物理特性的初步数据。(JRD)
• Halogenated epoxides. 9. Reaction of trans-2,3-dichlorooxirane with dimethyl sulfide
  作者：Karl Griesbaum、Pallikaparampil M. Scaria、Thomas Doehling

  DOI：10.1021/jo00358a026

  日期：1986.4
• Griesbaum, Karl; Hayes, Michael P.; Werli, Vera, Canadian Journal of Chemistry, 1988, vol. 66, p. 1366 - 1370
  作者：Griesbaum, Karl、Hayes, Michael P.、Werli, Vera

  DOI：——

  日期：——
• Biodegradation of cis-1,2-dichloro-ethylene at low concentrations with methane-oxidizing bacteria in a biofilm reactor
  作者：J.P. Arcangeli、E. Arvin、M. Mejlhede、F.R. Lauritsen

  DOI：10.1016/0043-1354(96)00075-9

  日期：1996.8

  This work focuses on the kinetics of cis-1,2-dichloro-ethylene (c-DCE) biodegradation at very low concentrations (mu g/l range) in an aerobic fixed-film reactor inoculated with a mixed culture of methane-oxidizing bacteria. Analysis of dissolved components (oxygen, methane, c-DCE) were performed by membrane-inlet mass-spectrometry allowing an on-line control of the reactor performance. The c-DCE degradation rate constant k(x)/K-s ranged from 0.1 to 5.5 x 10(-2)m(3)d(-1)g(x)(-1), depending on the c-DCE concentration. However, this degradation rate was underestimated because the amount of active biomass in the biofilm was small (15% to 20% of the total biofilm dry weight). Toxicity effects were observed when the c-DCE initial concentration was above 100 mu g/l, leading to a decrease of the c-DCE and methane removal rate. Analysis showed the formation of an intermediate compound subsequent to the c-DCE degradation. Preliminary analysis suggested that it was c-DCE-epoxide. This degradation product or its metabolites seem to be the cause of the deactivation of the cells. However, the toxic effect could be counterbalanced, and the c-DCE degradation rate could be partly sustained if methane was supplied continuously in the reactor so that inactivated cells were replaced. These results are of practical interest for groundwater restoration or for waterworks since concentrations generally encountered in contaminated aquifers are in the mu g/l range. Copyright (C) 1996 Elsevier Science Ltd