4-(trifluoromethanesulfanyl)morpholine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4-(trifluoromethanesulfanyl)morpholine
• 英文别名: N-(trifluoromethylthio)morpholine；4-(Trifluoromethylsulfanyl)morpholine；4-(trifluoromethylsulfanyl)morpholine
• 化学式: C₅H₈F₃NOS
• 分子量: 187.186
• InChiKey: PHYBIEXMGRBTPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  37.8
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N-dichlorotrifluoromethylsulfonamide 、 4-(trifluoromethanesulfanyl)morpholine 以 二氯甲烷 为溶剂， 以67%的产率得到4-[N-ethyl-S-(trifluoromethyl)sulfinimidoyl]morpholine
  参考文献：
  名称：

  Unusual reactions of N-(trifluoromethylsulfonylimino)di-and-trifluoromethanesulfinimidoyl chlorides

  摘要：

  N-(Trifluoromethylsulfonylimino)di- and -trifluoromethanesulfinimidoyl chlorides RS(=NSO2CF3)Cl (R = CF3, CHF2) react with potassium fluoride in 1,2-dimethoxyethane with formation of the corresponding N,N'-bis(trifluoromethylsulfonyl)fluoromethanesulfinimidamide potassium salts RS(=NSO2CF3)NSO2CF3-K+. Analogous methanesulfinimidoyl and fluoromethanesulfinimidoyl chlorides (R = CH3, CH2F) fail to react with KF under similar conditions. Treatment of trifluoromethanesulfenamides CF3SNR2 with N,N-dichlorotrifluoro-methanesulfonamide CF3SO2NCl2 leads to N,N-disubstituted N'-(trifluoromethylsulfonyl)trifluoromethanesulfinimidamides CF3S(=NSO2CF3)NR2. The reaction of N,N-dimethyl-N'-(trifluoromethylsulfonyl)trifluoromethanesulfinimidamide (R = CH3) with gaseous hydrogen chloride in diethyl ether gives sulfinimidoyl chloride CF3S(=NSO2CF3)Cl which could not be obtained by imination of CF3SCl.

  DOI：

  10.1134/s1070428006090041
• 作为产物：
  描述：

  吗啉 、 三氟甲基硫氯 以 正戊烷 为溶剂， 反应 48.0h， 以50%的产率得到4-(trifluoromethanesulfanyl)morpholine
  参考文献：
  名称：

  Reactions of CF3SCl with amines and the formation of trifluoromethylthio-substituted enamines

  摘要：

  The formation of bis-beta,beta-(CF3S)-substituted enamines depends on the molar ratio of the starting materials. In this way, the yield of 1,1-bis(trifluoromethylthio)-2-(N,N-diethylamino)ethene was improved. The influence of amine structure on the formation of enamines is discussed.

  DOI：

  10.1016/0022-1139(94)03086-f