1-(2-bromo-1-phenylvinyl)-4-(trifluoromethyl)benzene | 365-09-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(2-bromo-1-phenylvinyl)-4-(trifluoromethyl)benzene
• 英文别名: (E)-2-bromo-1-phenyl-1-(4-trifluoromethyl-phenyl)-ethene；(E)-2-Brom-1-phenyl-1-(4-trifluormethyl-phenyl)-aethen；1-[(E)-2-bromo-1-phenylethenyl]-4-(trifluoromethyl)benzene
• CAS: 365-09-3
• 化学式: C₁₅H₁₀BrF₃
• 分子量: 327.144
• InChiKey: RLDTUAZBIDUPHZ-GXDHUFHOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(三氟甲基)二苯甲酮 在 乙醚 、 溴 、 溶剂黄146 作用下， 生成 1-(2-bromo-1-phenylvinyl)-4-(trifluoromethyl)benzene
  参考文献：
  名称：

  一些氟取代的甲苯

  摘要：

  p-Trifluoromethyltolane 和 p-fluorotolane 是通过氨基钠或钾在液氨中对对位取代的 1,1-二苯基-2-溴乙烯的作用合成的。几何异构体...

  DOI：

  10.1139/v55-199

文献信息

• Halogenation of 1,1-diarylethylenes by N-halosuccinimides
  作者：Ge Zhang、Rui-Xue Bai、Chu-Han Li、Chen-Guo Feng、Guo-Qiang Lin

  DOI：10.1016/j.tet.2018.11.018

  日期：2019.3

  An efficient method for the preparation of 2,2-diarylvinyl halides from the corresponding 1,1-diarylethylenes has been developed. N-Halosuccinimides (N-bromosuccinimide or N-chlorosuccinimide) were used as the halogenation reagents. The practicability of this method is highlighted by its simple operation, broad substrate scope and capability for large-scale reaction.

  用于制备2,2-的有效方法-从相应的1,1- diarylvinyl卤化物- diarylethylenes已经研制成功。N-卤代琥珀酰亚胺（N-溴代琥珀酰亚胺或N-氯代琥珀酰亚胺）用作卤化试剂。这种方法的实用性是由它的简单的操作，广泛的底物范围和能力大高亮-规模的反应。
• A kinetic, product and kinetic isotope effect investigation of the bromination of 1,1-diphenylethylenes and of their 2,2-dideuterio derivatives
  作者：Giuseppe Bellucci、Cinzia Chiappe

  DOI：10.1039/a605390d

  日期：——

  The kinetics of bromination of 1,1-diphenylethylene (1a), 4-trifluoromethyl-1,1-diphenylethylene (1b), and 1-(3-trifluoromethylphenyl)-1-(4-trifluoromethylphenyl)ethylene (1c) and of their 2,2-dideuterio derivatives have been investigated in 1,2-dichloroethane. The rate law was always second-order in Br2 and first-order in olefin, with the following k3: 1a (L = H), 1.7 (0.1) × 107; 1b (L = H), 8.0 (0.1) × 104; 1c (L = H), 52 (2) dm6 mol-2 s-1. Olefin 1a (L = H) gave dibromide 4a and vinyl bromide 3a in a ratio changing from 99∶1 at 10-2 mol dm-3 to 5∶95 at 10-4 mol dm-3 Br2 and olefin. The k3 was independent of the reagent concentrations and of the extent of proton loss from the intermediate, showing that the last step was not rate limiting and the formation of the intermediate was completely rate determining. In the whole investigated concentration range, only dibromides 4b and 4c were instead obtained from 1b and 1c, respectively. A negligible KIE, 0.97 (0.01) was found for 1a, whether the dibromide or the vinyl bromide was the main product, while significant inverse KIEs were obtained for 1b, 0.75 (0.05), for 1c, 0.70 (0.05), on deuteriation of the methylene group, and for cis-1,2-diphenylethylene, 2. The kinetic and product distribution data are discussed in terms of nature of the intermediates, depending on substituent effect and reagent concentration.

  ,2-二氯乙烷。
• SOME FLUORINE SUBSTITUTED TOLANES
  作者：C. S. Rooney、A. N. Bourns

  DOI：10.1139/v55-199

  日期：1955.11.1

  p-Trifluoromethyltolane and p-fluorotolane have been synthesized by the action of sodium or potassium amide in liquid ammonia on para-substituted 1,1-diphenyl-2-bromoethylenes. The geometrical isom...

  p-Trifluoromethyltolane 和 p-fluorotolane 是通过氨基钠或钾在液氨中对对位取代的 1,1-二苯基-2-溴乙烯的作用合成的。几何异构体...