N,N-dimethyltrifluoromethanesulfenamide | 62067-13-4

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 英文名称: N,N-dimethyltrifluoromethanesulfenamide
• 英文别名: N,N-Dimethyl-trifluormethan-sulfenamid；Methanesulfenamide, 1,1,1-trifluoro-N,N-dimethyl-；N-methyl-N-(trifluoromethylsulfanyl)methanamine
• CAS: 62067-13-4
• 化学式: C₃H₆F₃NS
• 分子量: 145.149
• InChiKey: PXBBIWXBQWNYNG-UHFFFAOYSA-N

物化性质

• 沸点：
  55.37°C (estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  28.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N,N-dichlorotrifluoromethylsulfonamide 、 N,N-dimethyltrifluoromethanesulfenamide 以 二氯甲烷 为溶剂， 反应 10.0h， 以54%的产率得到N,N-dimethyl-N'-(trifluoromethylsulfonyl)trifluoromethanesulfinimidamide
  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：

  三氟甲基硫氯 、 二甲胺 生成 N,N-dimethyltrifluoromethanesulfenamide 、 盐酸二甲胺
  参考文献：
  名称：

  227.三氟甲烷磺酰氯与氨，胺和膦的反应

  摘要：

  DOI：

  10.1039/jr9600001103

文献信息

• Preparation and reactions of F-N-methanesulfenylacetimidoyl chloride. Reactions with nucleophiles
  作者：Craig A. Burton、Jean'ne M. Shreeve

  DOI：10.1021/ic50172a032

  日期：1977.6.1
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.1, 1.1.6.5.2, page 157 - 193
  作者：

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: F: PerFHalOrg.SVol.2, 6.2.1.6.3.2, page 99 - 114
  作者：

  DOI：——

  日期：——
• 227. Reaction of trifluoromethanesulphenyl chloride with ammonia, amines, and phosphine
  作者：H. J. Emeléus、S. N. Nabi

  DOI：10.1039/jr9600001103

  日期：——
• Unusual reactions of N-(trifluoromethylsulfonylimino)di-and-trifluoromethanesulfinimidoyl chlorides
  作者：L. M. Yagupol’skii、A. V. Bezdudnyi、Yu. L. Yagupol’skii

  DOI：10.1134/s1070428006090041

  日期：2006.9

  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.