dichloroethylene oxide | 60336-63-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 环氧化物
• 英文名称: dichloroethylene oxide
• 英文别名: 1,2-dichloroethylene oxide；1,2-dichloroepoxyethane；trans-1,2-dichloroethylene oxide；2,3-di-chloroxirane；2,3-Dichloro-oxirane；2,3-dichlorooxirane
• CAS: 60336-63-2
• 化学式: C₂H₂Cl₂O
• 分子量: 112.943
• InChiKey: BLJBBKAZKREJGI-UHFFFAOYSA-N

物化性质

• 沸点：
  139.0±35.0 °C(Predicted)
• 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：

  dichloroethylene oxide 反应 2.0h， 生成 二氯乙醛
  参考文献：
  名称：

  Voronina, T. A.; Chernyavskii, A. I.; Dobrov, I. V., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, p. 801 - 805

  摘要：

  DOI：
• 作为产物：
  描述：

  顺-1,2-二氯乙烯 在 二苯基重氮甲烷 作用下， 以 乙腈 为溶剂， 生成 dichloroethylene oxide
  参考文献：
  名称：

  Nazarov; Khursan; Krupin, Russian Journal of Physical Chemistry, 2000, vol. 74, # 11, p. 1861 - 1866

  摘要：

  DOI：

文献信息

• Voronina, T. A.; Fomina, N. V., Journal of applied chemistry of the USSR, 1982, vol. 55, # 5, p. 1050 - 1053
  作者：Voronina, T. A.、Fomina, N. V.

  DOI：——

  日期：——
• FTIR Spectroscopic Study of the Cl-Atom-Initiated Reactions of Ethylene Oxide in O2/N2 Diluent
  作者：J. Chen、V. Young、P. A. Hooshiyar、H. Niki、M. D. Hurley

  DOI：10.1021/j100012a030

  日期：1995.3

  A long-path FTIR spectroscopic study of the Cl-atom-initiated reactions of ethylene oxide (H2C-O-CH2) was carried out at 297 +/- 2 K in the photolysis (300 nm) of mixtures containing H2C-O-CH2 and Cl-2 in both the torr and millitorr ranges in 700 Torr of N-2 or O-2/N-2 diluent. In 700 Torr of N-2, the only primary product detected was H2C-O-CHCl, formed via (1) Cl + H2C-O-CH2 --> H2C-O-CH + HCl followed by (2) H2C-O-CH + Cl-2 --> H2C-O-CHCl + Cl. Thus, the cyclic oxiranyl radical H2C-O-CH formed in reaction 1 was sufficiently long-lived to react with Cl-2. An upper limit value of k(3) less than or equal to 2 x 10(4) s(-1) has been estimated for the rate constant of the possible oxiranyl-to-vinoxy isomerization: (3) H2C-O-CH --> CH2CHO. The H2C-O-CHCl yield decreased with increase in added O-2 due to the occurrence of reaction 4: (4) H2C-O-CH + O-2 (+ M) --> H2C-O-C(OO)H (+ M). A value of k(2)/k(4) = 2.0 +/- 0.4 was derived from the O-2 dependence of the H2C-O-CHCl yield. In 700 Torr of air, the observed products included C-O-C bonded compounds HC(O)OCHO and CH2(OH)OCHO, and one-carbon species CO, CO2, HCHO, and HC(O)OH, but not C-C bonded products. The preferential formation of C-O-C rather than C-C bonded products suggests the predominant cleavage of the C-C bond rather than the C-O bond in a three membered ring precursor radical. The most likely candidate is the cyclic radical H2C-O-C(O)H formed via self-reaction, i.e., 2H(2)C-O-C(OO)H --> 2H(2)C-O-C(O)H + O-2. A detailed mechanism is proposed for the oxidation of the H2C-O-C(O)H radical leading to the formation of the observed products.
• 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：——
• GRIESBAUM, K.;SCARIA, P. M.;DOEHLING, T., J. ORG. CHEM., 1986, 51, N 8, 1302-1305
  作者：GRIESBAUM, K.、SCARIA, P. M.、DOEHLING, T.

  DOI：——

  日期：——
• Voronina, T. A.; Chernyavskii, A. I.; Dobrov, I. V., Journal of Organic Chemistry USSR (English Translation), 1981, vol. 17, p. 801 - 805
  作者：Voronina, T. A.、Chernyavskii, A. I.、Dobrov, I. V.、Poluektov, V. A.、Fomina, N. V.

  DOI：——

  日期：——