1-bromo nonafluoro cyclohexene | 4933-59-9

• 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-bromo nonafluoro cyclohexene
• 英文别名: 1-bromononafluorocyclohexene；2,3,3,4,4,5,5,6,6-Nonafluoro-1-bromocyclohexene；1-bromo-2,3,3,4,4,5,5,6,6-nonafluorocyclohexene
• CAS: 4933-59-9
• 化学式: C₆BrF₉
• 分子量: 322.956
• InChiKey: BDZQDTJJXWAFLN-UHFFFAOYSA-N

物化性质

• 沸点：
  95-96 °C
• 密度：
  1.96±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 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

• 作为反应物：
  描述：

  1-bromo nonafluoro cyclohexene 在 Cu-bronze 作用下， 反应 48.0h， 生成 perfluoro-3,3',4,4',5,5',6,6'-octahydrobiphenyl
  参考文献：
  名称：

  铜-铜存在下聚氟乙烯卤化物的还原偶联

  摘要：

  1-氯-1,2-二氟碘乙烯，1-溴氟氟环己烯和1-溴庚基氟环戊烯与铜青铜一起加热时会发生还原偶联反应，从而得到1,4-二氯四氟丁-1,3-二烯和全氟双环-hex-1,1'-烯基和-pent-1,1'-enyl。相同的烯烃与苯基和五氟苯基卤化物进行交叉偶联反应，在第一种情况下与1-碘七氟丙烷进行交叉偶联反应。

  DOI：

  10.1016/s0040-4020(01)82247-x
• 作为产物：
  描述：

  1,3,3,4,4,5,5,6,6-nonafluorocyclohexene 在 氢氧化钾 、 溴 作用下， 生成 1-bromo nonafluoro cyclohexene
  参考文献：
  名称：

  1351.多氟环烯烃。第四部分 1-溴氟代环己烯和1-溴-2-甲氧基和1-溴-6-甲氧基八氟环己烯

  摘要：

  DOI：

  10.1039/jr9650007367

文献信息

• METHOD FOR PRODUCING HYDROGEN-CONTAINING FLUOROOLEFIN COMPOUND
  申请人：Sugimoto Tatsuya

  公开号：US20110060170A1

  公开（公告）日：2011-03-10

  An unsaturated hydrogen-containing fluoroolefin compound is obtained by bringing an unsaturated fluorine-containing halogen compound into contact with 0.1 to 3 molar equivalents of hydrogen relative to the unsaturated fluorine-containing halogen compound in a vapor phase in the presence of a supported palladium catalyst in which an amount of supported palladium is 0.1% by weight to 2.5% by weight.

  通过将含不饱和氟的卤素化合物与相对于不饱和氟卤化合物在蒸汽相中的氢的摩尔当量为0.1到3的氢接触，在存在支撑的钯催化剂的情况下，获得含有不饱和氢的氟烯烃化合物，其中支撑的钯的含量为0.1%至2.5%的重量。
• Bis(perfluoroorganyl)bromonium salts [(RF)2Br]Y (RF=aryl, alkenyl, and alkynyl)
  作者：Hermann-Josef Frohn、Matthias Giesen、Dirk Welting、Vadim V. Bardin

  DOI：10.1016/j.jfluchem.2010.06.006

  日期：2010.9

  Bromonium salts [(RF)2Br]Y with perfluorinated groups RFC6F5, CF3CFCF, C2F5CFCF, and CF3C≡C were isolated from reactions of BrF3 with RFBF2 in weakly coordinating solvents (wcs) like CF3CH2CHF2 (PFP) or CF3CH2CF2CH3 (PFB) in 30–90% yields. C6F5BF2 formed independent of the stoichiometry only [(C6F5)2Br][BF4]. 1:2 reactions of BrF3 and silanes C6F5SiY3 (Y = F, Me) ended with different products – C6F5BrF2

  溴鎓盐[（R ˚F）2溴- ] Y与全氟化基团- [R ˚F Ç 6 ˚F 5，CF 3 CF CF，C 2 ˚F 5 CF CF，和CF 3 C≡C，从BRF的反应分离出3，其中R ˚F BF 2在弱配位溶剂（wcs）中，例如CF 3 CH 2 CHF 2（PFP）或CF 3 CH 2 CF 2 CH 3（PFB），收率30-90％。C 6 F 5高炉2仅仅与化学计量无关地形成[[C 6 F 5）2 Br] [BF 4 ]。BrF 3与硅烷C 6 F 5 SiY 3（Y = F，Me）的1：2反应以不同的产物– C 6 F 5 BrF 2或[（C 6 F 5）2 Br] [SiF 5 ] –终止纯的个体，取决于Y和反应温度（Y = F）。在≥−30°C时使用C 6 F 5 SiF 3 [[C 6 F 5）2 Br] [SiF5 ]导致产率为92％，而具有较少路易斯酸性C 6 F 5 SiMe
• 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。
• (Heptafluoro-1,4-cyclohexadien-1-yl)xenon(II) and (nonafluorocyclohexen-l-yl)xenon(II) hexafluoroarsenates: synthesis, spectroscopic characterization and reactivity of the first alkenylxenon(II) compounds
  作者：Hermann J. Frohn、Vadim V. Bardin

  DOI：10.1039/c39930001072

  日期：——

  The first alkenylxenon(II) compounds: (heptafluoro-1,4-cyclohexadien-1-yl)xenon(II) hexafluoroarsenate [1-Xe+-1,4-C6F7][AsF6]- and (nonafluorocyclohexen-l-yl)xenon(II) hexafluoroarsenate [1-Xe+-C6F9][AsF6]– were obtained by fluorination of [C6F5Xe]+[AsF6]– with XeF2 in HF.

  第一种烯基氙(II)化合物：(七氟-1,4-环己二烯-1-基)氙(II)六氟砷酸盐[1-Xe+-1,4-C6F7][AsF6]-和(九氟环己烯-1-基)氙(II) 六氟砷酸盐[1-Xe+-C6F9][AsF6]–通过氟化得到[C6F5Xe]+[AsF6]– 与 XeF2 在 HF 中。
• 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.