1,1,1-trifluoro-2-phenyl-3-phenylthio-2-butene | 367523-15-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,1,1-trifluoro-2-phenyl-3-phenylthio-2-butene
• 英文别名: (4,4,4-trifluoro-3-phenylbut-2-en-2-yl)sulfanylbenzene
• CAS: 367523-15-7
• 化学式: C₁₆H₁₃F₃S
• 分子量: 294.34
• InChiKey: ZDZAMIVCPKUEKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1,1-trifluoro-2-phenyl-3-phenylthio-2-butene 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 碘 、 magnesium 、 间氯过氧苯甲酸 作用下， 以 乙醚 、 二氯甲烷 、 乙腈 为溶剂， 反应 38.0h， 生成 1,1-ifluoro-2,3-diphenyl-1,3-butadiene
  参考文献：
  名称：

  A NEW METHOD FOR THE PREPARATION OF 2,3-DIARYL-1,1-DIFLUORO-1,3-BUTADIENES

  摘要：

  Reactions of 1-trifluoromethyl-1,2-diarylvinyl sulfones 3 with aryllithium afforded aryl substituted adduct 4. Bromination of 4 with NBS, followed by debromofluorination with Mg, provided 2,3-diaryl- 1, 1-difluoro-1,3-butadienes (6) in good yields.

  DOI：

  10.1081/scc-100104825
• 作为产物：
  描述：

  碘苯 、 3,3-bis(phenylthio)-1,1,1,2,2-pentafluorobutane 在 正丁基锂 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以87%的产率得到1,1,1-trifluoro-2-phenyl-3-phenylthio-2-butene
  参考文献：
  名称：

  Novel synthesis of 1-aryl-1-trifluoromethylallenes

  摘要：

  3,3-Bis(phenylthio)-1, 1, 1, 2,2-pentaflnorobutane I was reacted with aryllithium reagents (6 equiv) in ether at low to room temperature for 1-6 h to provide 2-aryl-1, 1, 1-trifluoro-3-phenylthio-2-butene 2 in 80-96% yields. Bromination of 2 with NBS in acetonitrile at reflux for 1-7 h afforded the corresponding allylic bromides 3 in 61-96% yields. Treatment of 3 with MCPBA (1.5 equiv) in methylene chloride at reflux temperature for 1-12 h resulted in the formation of 1-aryl-1-trifluoromethylallenes 4 in 74-96% yields. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.166

文献信息

• A NEW METHOD FOR THE PREPARATION OF 2,3-DIARYL-1,1-DIFLUORO-1,3-BUTADIENES
  作者：In Howa Jeong、Young Sam Park、Min Wook Chung、Bum Tae Kim

  DOI：10.1081/scc-100104825

  日期：2001.1

  Reactions of 1-trifluoromethyl-1,2-diarylvinyl sulfones 3 with aryllithium afforded aryl substituted adduct 4. Bromination of 4 with NBS, followed by debromofluorination with Mg, provided 2,3-diaryl- 1, 1-difluoro-1,3-butadienes (6) in good yields.
• Novel synthesis of 1-aryl-1-trifluoromethylallenes
  作者：Hee Young Han、Myong Sang Kim、Jang Bae Son、In Howa Jeong

  DOI：10.1016/j.tetlet.2005.10.166

  日期：2006.1

  3,3-Bis(phenylthio)-1, 1, 1, 2,2-pentaflnorobutane I was reacted with aryllithium reagents (6 equiv) in ether at low to room temperature for 1-6 h to provide 2-aryl-1, 1, 1-trifluoro-3-phenylthio-2-butene 2 in 80-96% yields. Bromination of 2 with NBS in acetonitrile at reflux for 1-7 h afforded the corresponding allylic bromides 3 in 61-96% yields. Treatment of 3 with MCPBA (1.5 equiv) in methylene chloride at reflux temperature for 1-12 h resulted in the formation of 1-aryl-1-trifluoromethylallenes 4 in 74-96% yields. (c) 2005 Elsevier Ltd. All rights reserved.