1,4-Dibromo-1,1,2,3,4,4-hexafluorobut-2-ene | 143425-52-9

• 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: 1,4-Dibromo-1,1,2,3,4,4-hexafluorobut-2-ene
• 英文别名: trans-1,4-dibromohexafluoro-2-butene；1,4-Dibromohexafluoro-2-butene；(E)-1,4-dibromo-1,1,2,3,4,4-hexafluorobut-2-ene
• CAS: 143425-52-9
• 化学式: C₄Br₂F₆
• 分子量: 321.842
• InChiKey: BDJHSJLEJXRSSG-OWOJBTEDSA-N

物化性质

• 沸点：
  119.5±40.0 °C(Predicted)
• 密度：
  2.190±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  全氟丁二烯 在 溴 作用下， 以 环丁砜 为溶剂， 反应 120.0h， 以97%的产率得到1,4-Dibromo-1,1,2,3,4,4-hexafluorobut-2-ene
  参考文献：
  名称：

  1,4-Addition reactions of hexafluoro-1,3-butadiene

  摘要：

  Polymerisation of hexafluoro-1,3-butadiene (1) using gamma-rays as initiator is dependent on the solvent, and tetrahydrofuran is incorporated into a polymer. It is concluded from solid-state NMR data that polymers arise mainly from 1,4-addition to 1. Bromination of 1 occurs readily in the dark giving a product also arising from a 1,4-addition process. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00084-6

文献信息

• Comparison of the electrophilic and free-radical addition of halogens with hexafluoro-1,3-butadiene and 1,3-butadiene
  作者：Dale F Shellhamer、David C Gleason、G.Gawayne Vaughan、Andrew J Ryan、Peter K Titterington、Victor L Heasley、Jeffrey J Lehman

  DOI：10.1016/s0022-1139(03)00115-5

  日期：2003.10

  Ionic and photochemical reaction of chlorine (Cl2), bromine (Br2) and iodine monochloride (ICl) to hexafluoro-1,3-butadiene (1) and 1,3-butadiene (2) were carried out under conditions that would provide product distributions under controlled ionic or free-radical conditions. Product distributions for ionic reaction of Cl2 and Br2 with 1 are similar and suggest a weakly-bridged halonium ion species

  氯（Cl 2），溴（Br 2）和一氯化碘（ICl）与六氟-1,3-丁二烯（1）和1,3-丁二烯（2）的离子和光化学反应在受控的离子或自由基条件下的产物分布。Cl 2和Br 2与1发生离子反应的产物分布相似，表明弱桥合的ion离子种类。理论计算支持二烯1和2均弱桥联的氯鎓和溴离子。来自1的离子卤化的1,4-二卤-2-丁烯产物更多大于2的电荷，这与从1开始的ha离子的碳4上更大的电荷密度有关。ICl与1的离子和自由基反应分别得到8％和2％的3-氯-4-碘六氟-1-丁烯和4-氯-3-碘六氟-1-丁烯。当形成时，报告了来自1和2的次要顺式-1,4-二卤-2-丁烯产物。
• Filyakova, T. I.; Matochkina, E. G.; Peschanskii, N. V., Journal of Organic Chemistry USSR (English Translation), 1992, vol. 28, # 1.1, p. 20 - 28
  作者：Filyakova, T. I.、Matochkina, E. G.、Peschanskii, N. V.、Kodess, M. I.、Zapevalov, A. Ya.

  DOI：——

  日期：——
• 1,4-Addition reactions of hexafluoro-1,3-butadiene
  作者：Richard D. Chambers、Shin Nishimura、Graham Sandford

  DOI：10.1016/s0022-1139(99)00084-6

  日期：1999.7

  Polymerisation of hexafluoro-1,3-butadiene (1) using gamma-rays as initiator is dependent on the solvent, and tetrahydrofuran is incorporated into a polymer. It is concluded from solid-state NMR data that polymers arise mainly from 1,4-addition to 1. Bromination of 1 occurs readily in the dark giving a product also arising from a 1,4-addition process. (C) 1999 Elsevier Science S.A. All rights reserved.