(2,2-difluoro-2-(phenylsulfonyl)ethyl)benzene | 1258013-05-6

• 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: (2,2-difluoro-2-(phenylsulfonyl)ethyl)benzene
• 英文别名: [2-(Benzenesulfonyl)-2,2-difluoroethyl]benzene；[2-(benzenesulfonyl)-2,2-difluoroethyl]benzene
• CAS: 1258013-05-6
• 化学式: C₁₄H₁₂F₂O₂S
• 分子量: 282.311
• InChiKey: FKYINLGADDXJFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  溴甲苯 、 [二氟(苯基磺酰基)甲基](三甲基)硅烷 在 15-冠醚-5 、 cesium fluoride 作用下， 以 乙二醇二甲醚 为溶剂， 以84%的产率得到(2,2-difluoro-2-(phenylsulfonyl)ethyl)benzene
  参考文献：
  名称：

  Nucleophilic (phenylsulfonyl)difluoromethylation of alkyl halides using PhSO2CF2SiMe3: preparation of gem-difluoroalkenes and trifluoromethyl compounds

  摘要：

  Nucleophilic (phenylsulfonyl)difluoromethylation of both alkyl iodides and bromides was successfully accomplished by using CsF/15-crown-5 as an initiating system in DME, and the amount of 15-crown-5 was found to be critical to the yield of the product. The prepared (phenylsulfonyl)difluoromethylated alkanes were converted into gem-difluoroalkenes by a base-mediated 1,2-elimination reaction, and the latter species could be further transformed into trifluoromethyl compounds in the presence of KF/18-crown-6 or TBAF. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.09.068

文献信息

• Nucleophilic (phenylsulfonyl)difluoromethylation of alkyl halides using PhSO2CF2SiMe3: preparation of gem-difluoroalkenes and trifluoromethyl compounds
  作者：Lingui Zhu、Ya Li、Yanchuan Zhao、Jinbo Hu

  DOI：10.1016/j.tetlet.2010.09.068

  日期：2010.11

  Nucleophilic (phenylsulfonyl)difluoromethylation of both alkyl iodides and bromides was successfully accomplished by using CsF/15-crown-5 as an initiating system in DME, and the amount of 15-crown-5 was found to be critical to the yield of the product. The prepared (phenylsulfonyl)difluoromethylated alkanes were converted into gem-difluoroalkenes by a base-mediated 1,2-elimination reaction, and the latter species could be further transformed into trifluoromethyl compounds in the presence of KF/18-crown-6 or TBAF. (C) 2010 Elsevier Ltd. All rights reserved.