N-[chloro-(4-fluorophenyl)-(trifluoromethylsulfonylimino)-lambda6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide | 143921-33-9

• 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: N-[chloro-(4-fluorophenyl)-(trifluoromethylsulfonylimino)-lambda6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide
• 英文别名: N-[chloro-(4-fluorophenyl)-(trifluoromethylsulfonylimino)-λ6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide
• CAS: 143921-33-9
• 化学式: C₈H₄ClF₇N₂O₄S₃
• 分子量: 456.771
• InChiKey: RQIAYOQHGGFMPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  N-[chloro-(4-fluorophenyl)-(trifluoromethylsulfonylimino)-lambda6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide 在 dichlorotrifluoromethanesulfonamide 、 硫酸 、 氨 、 三氟化锑 作用下， 反应 0.55h， 生成 N-[amino-(4-fluorophenyl)-(trifluoromethylsulfonylimino)-λ6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide
  参考文献：
  名称：

  The unusual reactivity of the mono- and bis- N-(trifluoromethylsulfonyl)-substituted azaanalogs of arenesulfonochlorides

  摘要：

  The reactions of N-(trifluoromethylsulfonyl)arenesulfonimidoyl- and N, N'- bis(trifluoromethylsulfonyl)arenesulfonodiimidoyl chlorides of general formulas Ar-S(0)(=NSO2CF3)Cl (1) and Ar-S(=NSO2CF3)(2)Cl (2) with ammonia have been investigated and found to yield the ammonium salts of [N-(trifluoromethylsulfonyl)arenesulfinylimino]-N' (trifluoromethylsulfonyl)amides. The high oxidative ability of the chlorides (1,2) have been shown. Thus, chlorides (2) react with benzene or trifluoromethylbenzene, to form the chlorobenzene or 3-chloro- trifluoromethylbenzene. The fluorides of the general formulas Ar-S(0)(=NSO2CF3)F and Ar-S(=NSO2CF3)(2)F have been prepared. Their interaction with ammonia leads to the usual formation of corresponding amides. The electron nature of new electron withdrawing substituents have been investigated.

  DOI：

  10.1016/s0040-4020(01)81341-7
• 作为产物：
  描述：

  1,1,1-trifluoro-N-[S-(4-fluorophenyl)-N-(trifluoromethylsulfonyl)sulfinimidoyl]methanesulfonamide 在 N,N-dichlorotrifluoromethylsulfonamide 作用下， 生成 N-[chloro-(4-fluorophenyl)-(trifluoromethylsulfonylimino)-lambda6-sulfanylidene]-1,1,1-trifluoromethanesulfonamide
  参考文献：
  名称：

  The unusual reactivity of the mono- and bis- N-(trifluoromethylsulfonyl)-substituted azaanalogs of arenesulfonochlorides

  摘要：

  The reactions of N-(trifluoromethylsulfonyl)arenesulfonimidoyl- and N, N'- bis(trifluoromethylsulfonyl)arenesulfonodiimidoyl chlorides of general formulas Ar-S(0)(=NSO2CF3)Cl (1) and Ar-S(=NSO2CF3)(2)Cl (2) with ammonia have been investigated and found to yield the ammonium salts of [N-(trifluoromethylsulfonyl)arenesulfinylimino]-N' (trifluoromethylsulfonyl)amides. The high oxidative ability of the chlorides (1,2) have been shown. Thus, chlorides (2) react with benzene or trifluoromethylbenzene, to form the chlorobenzene or 3-chloro- trifluoromethylbenzene. The fluorides of the general formulas Ar-S(0)(=NSO2CF3)F and Ar-S(=NSO2CF3)(2)F have been prepared. Their interaction with ammonia leads to the usual formation of corresponding amides. The electron nature of new electron withdrawing substituents have been investigated.

  DOI：

  10.1016/s0040-4020(01)81341-7

文献信息

• <i>N</i>-(Trifluoromethylsulfonyl)arenesulfonimidoyl and<i>N</i>,<i>N</i>′-Bis(trifluoromethylsulfonyl)arenesulfonodiimidoyl Chlorides
  作者：L. M. Yagupolskii、R. Yu. Garlyauskajte、N. V. Kondratenko

  DOI：10.1055/s-1992-26215

  日期：——

  N-(Trifluoromethylsulfonyl)arenesulfonimidoyl chlorides 3a-e and N,N′-bis(trifluoromethylsulfonyl)arenesulfonodiimidoyl chlorides 6a-e are obtained by N,N-dichlorotrifluoromethanesulfonamide oxidative imination of arene sulfonyl chlorides 1a-e and diaryl disulfides 4a-e, respectively. The electron nature of the new substituents possessing high electron-accepting ability is also determined.

  通过 N,N-二氯三氟甲磺酰胺氧化亚氨基化炔磺酰氯 1a-e 和二芳基二硫化物 4a-e 的方法，分别得到了 N-(三氟甲基磺酰基)炔磺酰亚胺氯化物 3a-e 和 N,N′-双(三氟甲基磺酰基)炔磺二亚胺氯化物 6a-e。 此外，还确定了具有高电子接受能力的新取代基的电子性质。
• Garlyauskajte Romute Yu., Sereda Sergej V., Yagupolskii Lev M., Tetrahedron, 50 (1994) N 23, S 6891-6906
  作者：Garlyauskajte Romute Yu., Sereda Sergej V., Yagupolskii Lev M.

  DOI：——

  日期：——