1-iodo nonafluoro cyclohexene | 14315-34-5

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: 1-iodo nonafluoro cyclohexene
• 英文别名: 1-iodononafluorocyclohexene；1-iodoperfluorocyclohexene；1,3,3,4,4,5,5,6,6-Nonafluoro-2-iodocyclohex-1-ene；1,3,3,4,4,5,5,6,6-nonafluoro-2-iodocyclohexene
• CAS: 14315-34-5
• 化学式: C₆F₉I
• 分子量: 369.956
• InChiKey: XNDOOQNXLLIYSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  十氟环己烯 在 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-iodo nonafluoro cyclohexene
  参考文献：
  名称：

  1-碘-和1,2-二碘-全氟环烯烃的合成及其在铜青铜存在下的还原偶联

  摘要：

  十氟环己烯，八氟环戊烯，1-氯七氟环戊烯和六氟环丁烯与碘化钠在二甲基甲酰胺中反应生成九氟-1-碘环己烯（低产率），七氟-1-碘-和六氟1,2-二-二碘-环戊烯，1-氯六氟-2-碘代环戊烯和四氟1,2-二碘代环丁烯，分别带有几种次要产物。当与铜青铜一起加热时，六氟1,2,2-二碘环戊烯和四氟1,2,2-二碘环丁烯都经历还原偶联反应。前一种化合物提供了全氟（十二氢四环戊烯环辛烯），全氟（八氢三环戊烯苯）和少量的3,3,3'，3'，3″，3″，3″，4,4,4′，4′，4″ ，4“，5,5,5'，5'，5”，5“-十八氟-2-碘-1,1'：2'，1”-三环戊烯和十二氟-2,2'-二碘- 1,1'-双环戊烯; 两种主要产物均抗氧化，但在甲醇中用氢氧化钾处理后，环辛酸酯形成复杂的混合物，而三环戊烯苯生成1,1-二甲氧基衍生物，其经硫酸水解后生成1-酮。 。四氟1,2-二碘环丁烯提供全氟（六氢三环丁烯苯），八氟-2

  DOI：

  10.1039/j39710002382

文献信息

• Fluorination of polyfluoroaromatic compounds with vanadium pentafluoride
  作者：V.V. Bardin、A.A. Avramenko、G.G. Furin、G.G. Yakobson、V.A. Krasilnikov、P.P. Tushin、A.I. Karelin

  DOI：10.1016/s0022-1139(00)85192-1

  日期：1985.5

  Fluorination of polyfluoro-derivatives of benzene and diphenyl with vanadium pentafluoride at −25 to −10 °C afforded fluorinated cyclohexadienes and cyclohexenes. Octafluoro- naphthalene was converted under these conditions to perfluoro- 1,4-dihydronaphthalene, perfluorotetralin, perfluoro-l,4,5,8- tetrahydronaphthalene and perfluoro-l,2,3,4,5,8-hexahydro- naphthalene.

  在-25至-10°C下用五氟化钒氟化苯和二苯基的多氟衍生物，得到氟化的环己二烯和环己烯。在这些条件下，八氟萘被转化为全氟-1,4-二氢萘，全氟四氢萘，全氟-1，4,5,8-四氢萘和全氟-1,2,3,4,5,8-六氢萘。
• The First Hydrogen Containing (Polyfluorocycloalken-l-yl)xenon(II) Salts
  作者：H.-J. Frohn、V. V. Bardin

  DOI：10.1515/znb-1998-5-612

  日期：1998.6.1

  (2-H-Hexafluoro-1,4-cyclohexadien-1-yl)xenon(II) and (2-H-octafluorocyclohexen-1-yl)xenon(II) hexafluoroarsenates and tetrafluoroborates were obtained together with their perfluorinated analogues on reacting the corresponding (2,3,4,5-tetrafluorophenyl)xenon(II) salts with XeF2 in anhydrous HF (aHF). The fluorinated (cyclohexen-1-yl)xenon(II) cations react with bromide and iodide anions in MeCN and aHF under alkenylation

  摘要 (2-H-六氟-1,4-环己二烯-1-基)氙(II)和(2-H-八氟环己烯-1-基)氙(II)六氟砷酸盐和四氟硼酸盐与其全氟类似物反应得到相应的 (2,3,4,5-四氟苯基)氙 (II) 盐与 XeF2 在无水 HF (aHF) 中形成。在卤化物阴离子的烯基化作用下，氟化（环己烯-1-基）氙 (II) 阳离子与 MeCN 和 aHF 中的溴化物和碘化物阴离子反应。
• A widely varying range of products in reactions of C6F5BrF2, C6F5IF2, and C6F5IF4 with Lewis acids of different strength
  作者：Hermann-Josef Frohn、Frank Bailly、Dirk Welting、Vadim V. Bardin

  DOI：10.1016/j.jfluchem.2008.11.004

  日期：2009.3

  The relative fluoride donor ability: C6F5BrF2 > C6F5IF2 > C6F5IF4 was outlined from reactions with Lewis acids of graduated strength in different solvents. Fluoride abstraction from C(6)F(5)HaIF(2) with BF3.NCCH3 in acetonitrile (donor solvent) led to [C(6)F(5)HaIF-(NCCH3)(n)][BF4]. The attempted generation of [C6F5BrF](+) from C6F5BrF2 and anhydrous HF or BF3 in weakly coordinating SO2CIF gave C6F5Br besides bromoperfluorocycloalkenes C6BrF7 and 1-BrC6F9. In reactions of C6F5IF2 with SbF5 in SO2CIF the primary observed intermediate (F-19 NMR, below 0 degrees C) was the 4-iodo-1,1,2,3,5,6-hexafluorobenzenium cation, which converted into C6F5I and 1-lC(6)F(9) at 20 degrees C. The reaction of C6F5IF4 with SbF5 in SO2CIF below -20 degrees C gave the cation [C6F5IF3](+) which decomposed at 20 degrees C to C6F5I, 1-iodoperfluorocyclohexene, and iodoperfluorocyclohexane. Principally, the related perfluoroalkyl compound C6F13IF4 showed a different type of products in the fast reaction with AsF5 in CCl3F (-60 degrees C) which resulted in C6F14. Intermediate and final products of C(6)F(5)Hal(n-1) (n = 3, 5) with Lewis acids were characterized by NMR in solution. Stable solid products were isolated and analytically characterized. (C) 2008 Elsevier B.V. All rights reserved.
• BARDIN, V. V.;AVRAMENKO, A. A.;FURIN, G. G.;YAKOBSON, G. G.;KRASILNIKOV, +, J. FLUOR. CHEM., 1985, 28, N 1, 37-45
  作者：BARDIN, V. V.、AVRAMENKO, A. A.、FURIN, G. G.、YAKOBSON, G. G.、KRASILNIKOV, +

  DOI：——

  日期：——
• Synthesis of 1-iodo- and 1,2-di-iodo-perfluorocyclo-olefins and reductive coupling of the latter in the presence of copper bronze
  作者：G. Camaggi

  DOI：10.1039/j39710002382

  日期：——

  and tetrafluoro-1,2-di-iodocyclobutene with several minor products, respectively. Both hexafluoro-1,2-di-iodocyclopentene and tetrafluoro-1,2-di-iodocyclobutene underwent reductive coupling reactions when heated with copper bronze. The former compound afforded perfluoro(dodecahydrotetracyclopentenocyclo-octene), perfluoro(octahydrotricyclo-pentenobenzene), and small amounts of 3,3,3′,3′,3″,3″,4,4,4′

  十氟环己烯，八氟环戊烯，1-氯七氟环戊烯和六氟环丁烯与碘化钠在二甲基甲酰胺中反应生成九氟-1-碘环己烯（低产率），七氟-1-碘-和六氟1,2-二-二碘-环戊烯，1-氯六氟-2-碘代环戊烯和四氟1,2-二碘代环丁烯，分别带有几种次要产物。当与铜青铜一起加热时，六氟1,2,2-二碘环戊烯和四氟1,2,2-二碘环丁烯都经历还原偶联反应。前一种化合物提供了全氟（十二氢四环戊烯环辛烯），全氟（八氢三环戊烯苯）和少量的3,3,3'，3'，3″，3″，3″，4,4,4′，4′，4″ ，4“，5,5,5'，5'，5”，5“-十八氟-2-碘-1,1'：2'，1”-三环戊烯和十二氟-2,2'-二碘- 1,1'-双环戊烯; 两种主要产物均抗氧化，但在甲醇中用氢氧化钾处理后，环辛酸酯形成复杂的混合物，而三环戊烯苯生成1,1-二甲氧基衍生物，其经硫酸水解后生成1-酮。 。四氟1,2-二碘环丁烯提供全氟（六氢三环丁烯苯），八氟-2