1,2,3,4,5,6-hexachloro-1,2,3,4,5,6-hexafluoro-cyclohexane | 308-11-2

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: 1,2,3,4,5,6-hexachloro-1,2,3,4,5,6-hexafluoro-cyclohexane
• 英文别名: 1,2,3,4,5,6-Hexachlor-1,2,3,4,5,6-hexafluor-cyclohexan；1,2,3,4,5,6-Hexachloro-1,2,3,4,5,6-hexafluorocyclohexane
• CAS: 308-11-2
• 化学式: C₆Cl₆F₆
• 分子量: 398.774
• InChiKey: PNTDDASKGOEYLF-UHFFFAOYSA-N

物化性质

• 沸点：
  241 °C
• 密度：
  1.87±0.1 g/cm3(Predicted)
• 熔点：
  113-117 °C

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  18
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,2,3,4,5,6-hexachloro-1,2,3,4,5,6-hexafluoro-cyclohexane 在 copper(II) sulfate 、 锌 作用下， 以 二乙二醇二甲醚 为溶剂， 反应 5.0h， 生成 六氟苯 、 氯五氟苯
  参考文献：
  名称：

  Dehalogenative aromatization of perchlorofluoroalicyclic compounds C6Cl6F6, C10Cl8F8 and C5Cl4F5N in the vapour phase or in solution

  摘要：

  Dehalogenation of perhalogenated cyclohexanes C6Cl6F6, 1-azacyclohexenes C5Cl4F5N and bicyclo[4.4.0]dec-1(6)-enes C10Cl8F8 in the vapour phase over iron filings at 350-500 degreesC and in solution with Zn and additivities (Cu, NiCl2.6H(2)O + bpy) at 80 degreesC (heterogeneous reaction) or with P(NEt2)(3) at 20 degreesC (homogeneous reaction) was studied. In all cases, perfluoroarenes, chloroperfluoroarenes and dichloroperfluoroarenes (benzenes, naphthalenes and pyridines) were obtained in good overall yield. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2004.04.015
• 作为产物：
  描述：

  六氯苯 在 四氯化碳 、 fluorine 作用下， 生成 1,2,3,4,5,6-hexachloro-1,2,3,4,5,6-hexafluoro-cyclohexane
  参考文献：
  名称：

  The Action of Elementary Fluorine upon Aromatic Organic Compounds. II. The Fluorination of Hexachlorobenzene

  摘要：

  DOI：

  10.1021/ja01327a076

文献信息

• Hexafluorobenzene
  作者：J. A. GODSELL、M. STACEY、J. C. TATLOW

  DOI：10.1038/178199a0

  日期：1956.7

  THE application of gas–liquid partition chromatography to organic fluorine chemistry1,2 has enabled us to extend our studies on dehydrofluorination to a nonafluorocyclohexane (I) (b.p. 92°) which has been obtained3,4 by passage of benzene vapour over cobaltic fluoride at about 150°. With concentrated aqueous potassium hydroxide, this polyfluoride (I) gave a complex mixture (b.p. 60–90°) which was shown by analytical gas-chromatography to contain nine individual components. These were separated by use of the preparative-scale gas chromatographic column, and the structures of some of them have been determined by spectroscopic examination, oxidative degradation, addition reactions, etc.

  气液分配色谱法在有机氟化学中的应用1,2 使我们能够将脱氢氟化的研究扩展到无氟环己烷 (I)（b.p. 92°）。使用浓氢氧化钾水溶液时，这种多氟化物（I）会产生一种复杂的混合物（b.p. 60â90°），分析气相色谱法显示这种混合物包含九种单独的成分。使用制备级气相色谱柱分离了这些成分，并通过光谱检测、氧化降解、加成反应等方法确定了其中一些成分的结构。
• US4052468A
  申请人：——

  公开号：US4052468A

  公开（公告）日：1977-10-04
• Dehalogenative aromatization of perchlorofluoroalicyclic compounds C6Cl6F6, C10Cl8F8 and C5Cl4F5N in the vapour phase or in solution
  作者：Vadim V. Bardin、Dmitrii V. Trukhin、Nicolay Yu. Adonin、Vladimir F. Starichenko

  DOI：10.1016/j.jfluchem.2004.04.015

  日期：2004.10

  Dehalogenation of perhalogenated cyclohexanes C6Cl6F6, 1-azacyclohexenes C5Cl4F5N and bicyclo[4.4.0]dec-1(6)-enes C10Cl8F8 in the vapour phase over iron filings at 350-500 degreesC and in solution with Zn and additivities (Cu, NiCl2.6H(2)O + bpy) at 80 degreesC (heterogeneous reaction) or with P(NEt2)(3) at 20 degreesC (homogeneous reaction) was studied. In all cases, perfluoroarenes, chloroperfluoroarenes and dichloroperfluoroarenes (benzenes, naphthalenes and pyridines) were obtained in good overall yield. (C) 2004 Elsevier B.V. All rights reserved.
• The Action of Elementary Fluorine upon Aromatic Organic Compounds. II. The Fluorination of Hexachlorobenzene
  作者：Lucius A. Bigelow、J. Herbert Pearson

  DOI：10.1021/ja01327a076

  日期：1934.12