trans-1-bromo-2-fluoroethylene | 2366-32-7

• 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: trans-1-bromo-2-fluoroethylene
• 英文别名: (E)-1-bromo-2-fluoroethylene；trans-1-bromo-2-fluoro-ethene；trans-1-bromo-2-fluoro-ethylene；trans-1-Brom-2-fluor-aethylen；trans-1-Brom-2-fluor-aethen；trans-1-Brom-2-fluor-ethylen；(E)-1-bromo-2-fluoroethene
• CAS: 2366-32-7
• 化学式: C₂H₂BrF
• 分子量: 124.94
• InChiKey: JNODEIRSLUOUMY-OWOJBTEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2903799090

反应信息

• 作为产物：
  描述：

  1,1-二溴-2,2-二氟乙烷 在 锌 作用下， 以 乙醇 为溶剂， 生成 (Z)-1-溴-2-氟乙烯 、 trans-1-bromo-2-fluoroethylene
  参考文献：
  名称：

  同位素富集37ClHC˭CHF的微量制备

  摘要：

  摘要 1-溴-2-氟乙烯氯化，然后对生成的1-溴-1,2-二氯-2-氟乙烷进行还原脱卤，选择性地得到1-氯-2-氟乙烯。该过程适用于以方便的规模 (3.8 mmol) 生产富含 37Cl 同位素的 ClHC˭CHF。

  DOI：

  10.1081/scc-120030310

文献信息

• Organocatalytic C−F Bond Activation with Alanes
  作者：Alma D. Jaeger、Christian Ehm、Dieter Lentz

  DOI：10.1002/chem.201706061

  日期：2018.5.7

  with low selectivity and without formation of an intermediate, not via hydrometallation or σ‐bond metathesis. In the absence of donor solvents, hydrometallation is preferred but this is associated with inaccessibly high activation barriers at low temperatures. Donor solvents activate the aluminum hydride bond, lower the barrier for HDF significantly, and switch the product preference from Z to E. The

  O和N供体可催化廉价的烷基氢化铝在非配位溶剂中对全氟和多氟烯烃和芳烃进行加氢脱氟反应（HDF）。已经观察到相对于多达87种有机催化剂的TON。取决于底物和浓度，可以实现高选择性。对于典型的六氟丙烯，但是，低选择性观察到（É / Ž ≈2）。DFT的研究表明，优选的HDF机制此基片以供体的溶剂进行的从二聚体Me中存在4的Al 2（μ-H）2 ⋅通过亲核取代乙烯基THF（S ÑV）样过渡态，选择性低且没有形成中间体，这不是通过加氢金属化或σ键复分解实现的。在不存在供体溶剂的情况下，优选加氢金属化，但这与低温下难以获得的高活化势垒有关。供体溶剂激活氢化铝键，显著降低为HDF的屏障，并切换产品偏好从Ž到È。供体的确切性质对低浓度下的选择性仅具有最小的影响，因为在过渡态中供体远离活性中心。在较高的供体的浓度，并进入与Me机制变化2的AlH ⋅ THF通过S ÑV和形成稳定的中间体，从中除去是非选择性的，这导致选择性的损失。
• Vibrational excitation of the reaction between vinyl bromide and fluorine in solid argon
  作者：Stella Nunziante Cesaro、Heinz Frei、George C. Pimentel

  DOI：10.1021/j100235a022

  日期：1983.6
• Experimental and theoretical studies of the vibrational spectra of cis-1-bromo-2-fluoroethene
  作者：A. Baldacci、P. Stoppa、A. Pietropolli Charmet、J. Scaranto、A. Gambi

  DOI：10.1016/j.saa.2003.10.012

  日期：2004.7

  The gas-phase infrared spectrum of cis-1-bromo-2-fluoroethene has been C studied at low resolution in the range 200-6500 cm(-1), leading to a complete assignment of the fundamentals, except the lowest vibrational mode v(9) predicted at 167 cm(-1). The remaining vibrational structure has been mainly interpreted in terms of first overtone or two quanta combination bands. Isotopic Br-79/81 shift has been observed only in the v(8) fundamental. The equilibrium structure and the quadratic force field have been investigated theoretically at CCSD(T) level of theory employing Dunning's correlation consistent triple-zeta basis set. Cubic and semidiagonal quartic force field have been calculated using second-order Moller-Plesset perturbation theory and Ahlrich' split valence (SV) contracted basis set. After a minor scaled quantum mechanical (SQM) adjustment of the quadratic force constants, the vibrational analysis, based on the second-order perturbation theory, has been carried out with the calculated force constants. (C) 2003 Elsevier B.V. All rights reserved.
• Efficient Microscale Preparation of Isotopically Enriched 1‐[⁷⁹Br]Bromo‐2‐Fluoroethylene, [⁷⁹Br]BrHC˭CHF
  作者：Alessandro Baldan、Augusto Tassan

  DOI：10.1081/scc-200057980

  日期：2005.6

  An efficient preparation of 1-[Br-79]bromo-2-fluoroethylene, [Br-79]BrHC=CHF, was carried out by a three-step procedure: (a) natural 1-bromo-2-fluoroethylene, BrHC=CHF, was iodinated to 1-fluoro-2-iodoethylene, FHC=CHI; (b) 1-fluoro-2-iodoethylene was Br-79(2)-brominated to 1,2-di[Br-79]bromo-1-fluoro-2-iodoethane, [Br-79]BrFCHCH[Br-79]BrI; ad (c) 1,2-di[Br-79]bromo-1-fluoro-2-iodoethane was dehalogenated to 1-[Br-79]bromo-2-fluoroethylene, [Br-79] BrHC=CHF. The yield of isolated product, on a 2-mmol scale, was 62% with respect to B-79(2).