heptafluoropent-1-yn-1-yldifluoroborane | 948582-59-0

• 分子结构分类: 有机化合物 - 有机盐 - 有机金属盐
• 英文名称: heptafluoropent-1-yn-1-yldifluoroborane
• 英文别名: heptafluoropent-1-ynyldifluoroborane；perfluoropent-1-ynyldifluoroborane；Difluoro(3,3,4,4,5,5,5-heptafluoropent-1-ynyl)borane
• CAS: 948582-59-0
• 化学式: C₅BF₉
• 分子量: 241.852
• InChiKey: VEVUJDFEJIQXRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.79
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  heptafluoropent-1-yn-1-yldifluoroborane 、 二氟代氙 以 further solvent(s) 为溶剂， 以98%的产率得到heptafluoropent-1-ynylxenon(II) tetrafluoroborate
  参考文献：
  名称：

  有机乙炔基氙 (II) 四氟硼酸盐，[RC≡CXe][BF4] – 分离的炔基氙盐的第一个例子：制备和多核磁共振表征

  摘要：

  全氟化有机乙炔基氙 (II) 盐 [RC≡CXe][BF4] [R = CF3, C3F7, (CF3)2CF, cis-, trans-CF3CF=CF, C6F5]，通过 XeF2 与相应的反应制备全氟有机乙炔基二氟硼烷，RC≡CBF2，在 –60 至 –40 °C 的 1,1,1,3,3-五氟丙烷 (PFP​​) 或 CH2Cl2 中，并以 30–98% 的产率分离。类似地，非氟化有机乙炔基氙(II)盐[C4H9C≡CXe][BF4]和[(CH3)3CC≡CXe][BF4]的产率为20%至40%。所有 [RC≡CXe][BF4] 盐都可溶于无水 HF (aHF)，并且 R = C4H9 或 R = (CH3)3C 的盐在弱配位溶剂 CH2Cl2 和 PFP 中显示出足够的溶解度。鎓盐[RC≡CXe][BF4]通过它们在溶液中的1H-、11B-、13C-、19F-和129Xe NMR光谱进行了明确表征。(©

  DOI：

  10.1002/ejic.200600366
• 作为产物：
  描述：

  potassium (heptafluoropentynyl)trifluoroborate 在 三氟化硼 作用下， 以 various solvent(s) 为溶剂， 反应 0.5h， 以100%的产率得到heptafluoropent-1-yn-1-yldifluoroborane
  参考文献：
  名称：

  A well feasible and general route to (organoethynyl)difluoroboranes, RHCCBF2, and their perfluorinated analogues, RFCCBF2

  摘要：

  A representative series of (organoethynyl)difluoroboranes RC equivalent to CBF2 (R=C4H9, (CH3)(3)C, CF3, C3F7, (CF3)(2)CF, CF3CF=CF, C4F9CF=CF, C6F5) was prepared by abstraction of fluoride from the corresponding K[RC equivalent to CBF3] salts with BF3 in appropriate solvents' (1,1,1,3,3-pentafluoropropane, 1,1,1,3,3-pentafluorobutane, or dichloromethane). (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2006.12.012

文献信息

• New types of asymmetrical bromonium salts [RF(RF′)Br]Y where RF and/or RF′ represent perfluorinated aryl, alkenyl, and alkynyl groups
  作者：Hermann-Josef Frohn、Matthias Giesen、Vadim V. Bardin

  DOI：10.1016/j.jfluchem.2010.06.022

  日期：2010.10

  A series of previously unknown asymmetrical fluorinated bis(aryl)bromonium, alkenyl(aryl)bromonium, and alkynyl(aryl)bromonium salts was prepared by reactions of C6F5BrF2 or 4-CF3C6H4BrF2 with aryl group transfer reagents Ar'SiF3 (Ar' = C6F5, 4-FC6H4, C6H5) or perfluoroorganyl group transfer reagents R-F'BF2 (R-F = C6F5, trans-CF3CF=CF, C3F7C C) preferentially in weakly coordinating solvents (CCl3F, CCl2FCClF2, CH2Cl2, CF3CH2CHF2(PFP), CF3CH2CF2CH3 (PFB)). The presence of the base MeCN and the influence of the adducts R-F'BF2 center dot NCMe (R-F = C6F5, CF3C C) on reactions aside to bromonium salt formation are discussed. Reactions of C6F5BrF2 with Alk(F)'BF2 in PFP gave mainly C6F5Br and Alk(F)'F (Alk(F)' = C6F13, C6F13CH2CH2), presumably, deriving from the unstable salts [C6F5(Alk(F)')Br]Y (Y = [Alk(F)'BF3](-)). Prototypical reactivities of selected bromonium salts were investigated with the nucleophile I- and the electrophile H+. [4-CF3C6H4(C6F5)Br][BF4] showed the conversion into 4-CF3C6H4Br and C6F5I when reacted with [Bu4N]I in MeCN. Perfluoroalkynylbromonium salts [CnF2n+1C C(R-F)Br][BF4] slowly added HF when dissolved in aHF and formed [Z-CnF2n+1CF=CH(R-F)Br][BF4]. (C) 2010 Elsevier B.V. All rights reserved.