trans-1,2,3,3,3-pentafluoroprop-1-enyldifluoroborane | 728878-98-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: trans-1,2,3,3,3-pentafluoroprop-1-enyldifluoroborane
• 英文别名: trans-perfluoroprop-1-enyldifluoroborane；trans-pentafluoroprop-1-en-1-yldifluoroborane；difluoro-[(E)-1,2,3,3,3-pentafluoroprop-1-enyl]borane
• CAS: 728878-98-6
• 化学式: C₃BF₇
• 分子量: 179.833
• InChiKey: ZJRYAVQXUFJKOV-OWOJBTEDSA-N

物化性质

• 沸点：
  5.4±40.0 °C(Predicted)
• 密度：
  1.368±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  trans-1,2,3,3,3-pentafluoroprop-1-enyldifluoroborane 、 m-fluorophenyliodine difluoride 以 二氯甲烷 为溶剂， 反应 0.5h， 以70.6%的产率得到m-fluorophenyl(trans-1,2,3,3,3-pentafluoroprop-1-enyl)iodonium tetrafluoroborate
  参考文献：
  名称：

  从高价的二氟化氙和二氟碘碘（III）到鎓盐：酸性有机氟试剂在合成氟有机氙（II）和碘（III）鎓盐中的范围和局限性

  摘要：

  通常，氟化有机二氟硼烷R f BF 2是将XeF 2和RIF 2分别转化为相应的四氟硼酸盐[R f Xe] [BF 4 ]和[R（R f）I] [BF 4 ]的试剂。（4-C 5 F 4 N）BF 2和反式-CF 3 CFCFBF 2代表高酸性硼烷，在与XeF 2反应时不形成Xe-C鎓盐，但与RIF 2形成所需的碘鎓盐（R = C 6 ˚F 5，o-，m-，p -C 6 FH 4）。（4-C 5 F 4 N）BF 2与XeF 2的反应以XeF 2-硼烷加合物终止。当C 6 F 5 XeF与Cd（4-C 5 F 4 N ）反应时，获得第一个Xe-（4-C 5 F 4 N）化合物C 6 F 5 Xe（4-C 5 F 4 N）。）2。我们描述了（4-C 5 F 4 N）IF 2的合成和（4-C 5 F 4 N）IF 2和C 6 F 5 IF 2与（4-C 5 F 4 N）BF 2的反应。类似于[（4-C

  DOI：

  10.1016/j.jfluchem.2006.05.008
• 作为产物：
  描述：

  potassium trans-perfluoroprop-1-enyltrifluoroborate 、 三氟化硼 以 further solvent(s) 为溶剂， 生成 trans-1,2,3,3,3-pentafluoroprop-1-enyldifluoroborane
  参考文献：
  名称：

  2-X-1, 2-Difluoroalk-1-enyldifluoroboranes 与二氟化氙的反应。1, 2-Difluoroalk-1-enylxenon (II) 盐的系统方法

  摘要：

  2-X-1, 2-Difluoroalk-1-enylxenon(II) 盐是通过 XeF2 与 XCF=CFBF2 (X = F, trans-H, cis-Cl, trans-Cl, cis-CF3, cis -C2F5) 但在类似条件下使用硼烷的反式异构体反式-XCF=CFBF2 (X = CF3、C4F9、C4H9、Et3Si) 时，没有得到有机氧 (II) 化合物。Reaktionen von 2-X-1, 2-Difluoralk-1-enyldifluorboranen mit Xenondifluorid。Untersuchung des methodischen Zugangs zu 1, 2-Difluoralk-1-enylxenon(II)salzen 2-X-1, 2-Difluoralk-1-enylxenon(II)salze wurden bei der Reaktion

  DOI：

  10.1002/zaac.200300234

文献信息

• 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
• 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.
• Polyfluoroorganotrifluoroborates and -difluoroboranes: interesting materials in fluoroorgano and fluoroorgano-element chemistry
  作者：Anwar Abo-Amer、Nicolay Yu. Adonin、Vadim V. Bardin、Petra Fritzen、Hermann-Josef Frohn、Christoph Steinberg

  DOI：10.1016/j.jfluchem.2004.09.011

  日期：2004.11

  The aimed introduction of the polyfluoroorgano groups (4-C5F4N), C6F13C2H4, and C2F5 into methoxy group-containing boron electrophiles is reported. The new compounds obtained after transformations K[(4-C5F4N)BF3], (4-C5F4N)BF2, K[C6F13C2H4BF3], C6F13C2H4BF2, K[(C2F5)(2)B(OMe)(2)], and K[(C2F5)(2)BF2] were isolated and characterised. Additionally some of their precursors as there are Li(4-C5F4N), Li[(4-C5F4N)B(OMe)(3)], (4-C5F4N)B(OH)(2) and the by-products Li[(4-C5F4N)(2)B(OMe)(2)], (4-C5F4NOOH, and K[(4-C5F4N)(2)BF2] are described. The usefulness of polyfluoroorganodifluoroboranes for introducing polyfluoroorgano groups into hypervalent FE-F bonds is demonstrated by the synthesis of [C6F5(4-C5F4N)I][BF4] and [p-FC6H4(trans-CF3CF=CF)I][BF4]. (C) 2004 Elsevier B.V. All rights reserved.