2,4,6-tris(β,β,β-trifluoroethoxysulfonyl)benzotrifluoride | 1262975-84-7

• 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: 2,4,6-tris(β,β,β-trifluoroethoxysulfonyl)benzotrifluoride
• CAS: 1262975-84-7
• 化学式: C₁₃H₈F₁₂O₉S₃
• 分子量: 632.38
• InChiKey: VCECTAGEEJKPKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.51
• 重原子数：
  37.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  130.11
• 氢给体数：
  0.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  2,4,6-tris(β,β,β-trifluoroethoxysulfonyl)benzotrifluoride 、 四甲基氟化铵 、 (三氟甲基)三甲基硅烷 以 乙二醇二甲醚 为溶剂， 反应 1.0h， 以67%的产率得到
  参考文献：
  名称：

  Stable gem-trifluoromethyl anionic σ-complexes based on 1,3,5-tris(sulfonyl)benzene derivatives and their transformations

  摘要：

  A convenient synthetic procedures is described to obtain gem-trifluoromethyl anionic a-complexes of 1,3,5-tris(fluorosulfonyl)benzene, 1,3,5-tris(beta,beta,beta-trifluoroethoxysulfonyl)benzene, 1,3,5-tris(trifluoromethylsulfonyl)benzene as well as of 1,3,5-trinotrobenzene. Conditions for easy oxidation of these adducts into corresponding 2,4,6-tris(substituted)benzotrifluorides have been found. It is shown that the latter add trifluoromethyl anion to the 1 and 3 positions of the aromatic ring forming new anionic sigma-complexes in different ratio. Structures and relative stabilities of the anionic adducts are discussed based on RI-MP2 quantum chemical calculations. (C) 2010 Elsevier B.V. Al! rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.09.005
• 作为产物：
  描述：

  在 次氯酸叔丁酯 作用下， 以 乙二醇二甲醚 为溶剂， 以90%的产率得到2,4,6-tris(β,β,β-trifluoroethoxysulfonyl)benzotrifluoride
  参考文献：
  名称：

  Stable gem-trifluoromethyl anionic σ-complexes based on 1,3,5-tris(sulfonyl)benzene derivatives and their transformations

  摘要：

  A convenient synthetic procedures is described to obtain gem-trifluoromethyl anionic a-complexes of 1,3,5-tris(fluorosulfonyl)benzene, 1,3,5-tris(beta,beta,beta-trifluoroethoxysulfonyl)benzene, 1,3,5-tris(trifluoromethylsulfonyl)benzene as well as of 1,3,5-trinotrobenzene. Conditions for easy oxidation of these adducts into corresponding 2,4,6-tris(substituted)benzotrifluorides have been found. It is shown that the latter add trifluoromethyl anion to the 1 and 3 positions of the aromatic ring forming new anionic sigma-complexes in different ratio. Structures and relative stabilities of the anionic adducts are discussed based on RI-MP2 quantum chemical calculations. (C) 2010 Elsevier B.V. Al! rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.09.005