2,3,3,4,5,6,6-heptafluoro-1-bromo-cyclohexa-1,4-diene | 57113-81-2

• 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: 2,3,3,4,5,6,6-heptafluoro-1-bromo-cyclohexa-1,4-diene
• 英文别名: 1-bromo-heptafluorocyclohexa-1,4-diene；1-bromoheptafluoro-1,4-cyclohexadiene；1-bromoheptafluorocyclohexa-1,4-diene；1-Bromoheptafluoro-1,4-cyclohexadien；1-Brom-heptafluorcyclohexa-1,4-dien；1-Bromo-2,3,3,4,5,6,6-heptafluorocyclohexa-1,4-diene
• CAS: 57113-81-2
• 化学式: C₆BrF₇
• 分子量: 284.959
• InChiKey: IBWVAXIZHBJZNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  溴五氟苯 生成 2,3,3,4,5,6,6-heptafluoro-1-bromo-cyclohexa-1,4-diene
  参考文献：
  名称：

  Shtark,A.A.; Shteingarts,V.D., Journal of Organic Chemistry USSR (English Translation), 1976, vol. 12, # 7, p. 1482 - 1489

  摘要：

  DOI：

文献信息

• Aromatic fluoroderivatives. XCVI. Reactions of polyfluoroaromatic compounds with salts of the fluorochloronium and fluorobromonium
  作者：V.V. Bardin、G.G. Furin、G.G. Yakobson

  DOI：10.1016/s0022-1139(00)81280-4

  日期：1983.7

  cations to give fluorinated derivatives of 1,4-cyclohexadiene and 1-aza-1,3-cyclohexadiene respectively. In the absence of fluorine anion acceptors, ClF3, BrF3 and BrF5 are less reactive in these reactions than salts of the HalF+n cations.

  苯，萘和吡啶的多氟化衍生物与二氟氯鎓ClF + 2，二氟溴BrF + 2和四氟溴BrF + 4阳离子的盐反应，分别得到1,4-环己二烯和1-氮杂-1,3-环己二烯的氟化衍生物。在不存在氟阴离子受体的情况下，与HalF + n阳离子的盐相比，ClF 3，BrF 3和BrF 5在这些反应中的反应性较低。
• Electrophilic Oxygenation with XeF₂ - H₂O in Hydrogen Fluoride, Part 2. Electrophilic Oxygenation of Pentafluorobenzene Derivatives C₆F₅X
  作者：H. J. Frohn、V. V. Bardin

  DOI：10.1515/znb-1996-0718

  日期：1996.7.1

  Electrophilic oxygenation of polyfluorobenzenes C₆F₅X (X = F. Cl. Br. H, CF₃, NH₃ ⁺, NMe₃ ⁺, OH and OCH₂CF₃) with XeF₂ and H₂O in HF leads to the formation of polyfluorinated 1,4- cyclohexadienones. Pentafluoroiodobenzene is converted into C₆F₅IF₂ and C₆F₅IF₄, whereas [CeF₅N₂]⁺ [NbF₆]^- is unreactive towards this new type of electrophilic oxygenation.

  多氟苯C6F5X（X = F. Cl. Br. H, CF3, NH3+, NMe3+, OH 和 OCH2CF3）在HF中使用XeF2和H2O进行亲电氧化反应，形成多氟化的1,4-环己二酮。五氟碘苯转化为C6F5IF2和C6F5IF4，而[CeF5N2]+[NbF6]-对这种新型亲电氧化反应不活跃。
• 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
• (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。
• Boron trifluoride-catalyzed fluorine addition to fluoro-substituted benzene derivatives using xenon difluoride
  作者：Stojan Stavber、Marko Zupan

  DOI：10.1021/jo00315a014

  日期：1981.1