cis-β-chlorovinyl phenyl ether | 1850-00-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: cis-β-chlorovinyl phenyl ether
• 英文别名: (Z)-1-Chloro-2-phenoxyethylene；(Z)-1-chloro-2-phenoxyethene；cis-ClCHCHOPh；cis-Phenyl-<2-chlor-vinyl>-aether；cis-1-Chlor-2-phenoxy-ethylen；cis-beta-Chlorovinyl phenyl ether；[(Z)-2-chloroethenoxy]benzene
• CAS: 1850-00-6
• 化学式: C₈H₇ClO
• 分子量: 154.596
• InChiKey: MXGLXCNJJYLFKV-SREVYHEPSA-N

物化性质

• 沸点：
  80-81 °C(Press: 4 Torr)
• 密度：
  1.17 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  氯仿 、 cis-β-chlorovinyl phenyl ether 在 sodium hydroxide 、 苄基三乙基氯化铵 作用下， 反应 4.0h， 以31%的产率得到α-trichloromethyl-β-chloroethyl phenyl ether
  参考文献：
  名称：

  Dichlorocyclopropanation of chloro-substituted vinyl phenyl ethers

  摘要：

  DOI：

  10.1007/bf01157363
• 作为产物：
  描述：

  (Phenoxymethyl)chlorocarbene 以81%的产率得到
  参考文献：
  名称：

  TOMIOKA, HIDEO;SUGIURA, TSUGUNORI;MASUMOTO, YOSHINAO;IZAWA, YASUJI;INAGAK+, J. CHEM. SOC. CHEM. COMMUN., 1986, N 9, 693-695

  摘要：

  DOI：

文献信息

• The Reactions of Polychloroethanes with Phenolate and Benzenethiolate Ions in Dipolar Aprotic Solvents
  作者：Shigeo Tanimoto、Ryôzô Taniyasu、Tôru Takahashi、Takatoshi Miyake、Masaya Okano

  DOI：10.1246/bcsj.49.1931

  日期：1976.7

  The reactions of several gem- and vic-polychloroethanes containing 3–5 Cl atoms with PhONa in dimethyl sulfoxide and with PhSNa in N,N-dimethylformamide were examined. Either the mono-, di-, or tetra-substituted compounds of polychloroethylenes were obtained as the main products, depending on the kinds of substrates as well as on the amounts of the bases. The reaction products from polychloroethylenes

  研究了几种含有 3-5 个 Cl 原子的 gem- 和 vic- 聚氯乙烷与 PhONa 在二甲基亚砜中和与 PhSNa 在 N,N-二甲基甲酰胺中的反应。取决于底物的种类以及碱的量，获得作为主要产物的聚氯乙烯的单取代、二取代或四取代化合物。为了比较，还在类似条件下检查了来自具有 2-4 个 Cl 原子的聚氯乙烯的反应产物。给出了导致这些产物的合理反应路径。
• Kinetics of alkylhalocarbene rearrangements: modulation by fluorine substituents
  作者：Robert A. Moss、Guo Jie Ho、Weiguo Liu

  DOI：10.1021/ja00029a025

  日期：1992.1

  Rate constants were measured by laser flash photolytic methods for hydrogen and carbon 1,2-migrations in four different alkylchlorocarbenes and in the analogous alkylfluorocarbenes. The carbenes, products, and rate constants (s-1) were as follows: phenoxymethylchlorocarbene to (Z)- and (E)-1-chloro-2-phenoxyethene (Z/E approximately 4/1), k = 3.6 x 10(7); phenoxymethylfluorocarbene to (Z)-1-fluoro-2-phenoxyethene (Z/E > 10/1), k = 1.3 x 10(7); neopentylchlorocarbene to (Z)- and (E)-1-tert-butyl-2-chloroethene (Z/E = 1/12), k = 1.4 x 10(7); neopentylfluorocarbene to (Z)- and (E)-1-tert-butyl-2-fluoroethene (Z/E = 1/2.5), k = 2.6 X 10(6); cyclobutylchlorocarbene to 1-chlorocyclopentene (C migration) and chloromethylenecyclobutane (H migration), k(c) = 4.6 X 10(7), k(H) = 2.1 X 10(7); cyclobutylfluorocarbene to 1-fluorocyclopentene (C migration) and fluoromethylenecyclobutane (H migration), k(c) = 1.8 x 10(6), k(H) = 5.3 x 10(5); cyclopropylchlorocarbene to 1-chlorocyclobutene, k = 9 x 10(5); cyclopropylfluorocarbene to 1-fluorocyclobutene, k = 1.4 x 10(5). Activation energies for several of these processes were in the range of 2-4 kcal/mol, with A approximately 10(8)-10(9) s-1.
• Aisa, A. M. Ahmed; Heinemann, Frank W.; Steinborn, Dirk, Zeitschrift fur Anorganische und Allgemeine Chemie, 1996, vol. 622, # 11, p. 1946 - 1952
  作者：Aisa, A. M. Ahmed、Heinemann, Frank W.、Steinborn, Dirk

  DOI：——

  日期：——
• Activation energy for a 1,2-hydrogen shift in (phenoxymethyl)chlorocarbene
  作者：John E. Chateauneuf、Michael T. H. Liu

  DOI：10.1021/jo00020a043

  日期：1991.9
• SHOSTAKOVSKIJ, M. F.;MOCHALOV, V. N.;FILIPPOV, O. F.;SHOSTAKOVSKIJ, S. M., IZV. AN CCCP. CEP. XIM., 1985, N 1, 222-224
  作者：SHOSTAKOVSKIJ, M. F.、MOCHALOV, V. N.、FILIPPOV, O. F.、SHOSTAKOVSKIJ, S. M.

  DOI：——

  日期：——