(N-methyl)(4-methyl-phenyl)carbonitrilium trifluoromethylsulfonate | 136139-18-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (N-methyl)(4-methyl-phenyl)carbonitrilium trifluoromethylsulfonate
• 英文别名: N,4-dimethylbenzonitrilium trifluoromethanesulphonate；4,N-dimethylbenzonitrilium triflate；N,4-dimethylbenzonitrilium;trifluoromethanesulfonate
• CAS: 136139-18-9
• 化学式: CF₃O₃S*C₉H₁₀N
• 分子量: 281.256
• InChiKey: YEHSTDGHSHRNFR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.36
• 重原子数：
  18.0
• 可旋转键数：
  0.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.56
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  (N-methyl)(4-methyl-phenyl)carbonitrilium trifluoromethylsulfonate 在 tetramethylguanidinum azide 作用下， 以 硝基甲烷 为溶剂， 反应 0.5h， 以90%的产率得到1-methyl-5-(4-methylphenyl)-1H-tetrazole
  参考文献：
  名称：

  Amer, Muhanned I. K.; Booth, Brian L., Journal of Chemical Research, Miniprint, 1993, # 1, p. 113 - 124

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲苯腈 、 三氟甲烷磺酸甲酯 以 甲苯 为溶剂， 反应 18.0h， 以62%的产率得到(N-methyl)(4-methyl-phenyl)carbonitrilium trifluoromethylsulfonate
  参考文献：
  名称：

  亚氨基膦类化合物：合成，铑配合物和钌（II）催化的腈水合反应

  摘要：

  Highly stable iminophosphanes, obtained from alkylating nitriles and reaction of the resulting nitrilium ions with secondary phosphanes, were explored as tunable P-monodentate and 1,3-P,N bidentate ligands in rhodium complexes. X-ray crystal structures are reported for both k1 and k2 complexes with the counterion in one of them being an unusual anionic coordination polymer of silver triflate. The iminophosphane-based ruthenium(II)-catalyzed hydration of benzonitrile in 1,2-dimethoxyethane (180 degrees C, 3 h) and water (100 degrees C, 24 h) and under solvent free conditions (180 degrees C, 3 h) results in all cases in the selective formation of benzamide with yields of up to 96%, thereby outperforming by far the reactions in which the common 2-pyridyldiphenylphosphane is used as the 1,3-P,N ligand.

  DOI：

  10.1021/acs.organomet.7b00057

文献信息

• The synthesis of ionic iridium(III) carbene complexes of the type [Ir{CRNHMe}Cl(OSO2CF3)(CO)(PPh3)2]+[O3SCF3]−
  作者：B.L. Booth、A.C. Wickens

  DOI：10.1016/0022-328x(93)80217-y

  日期：1993.2

  The title compounds in which R = C6H5, 4-MeC6H4, 4-EtC6H4 and CH3 have been prepared in moderate to good yield by the reaction between [IrHCl(O3SCF3)(CO)(PPh3)2] and the corresponding N-methylnitrilium triflate salts [RCNMe]+[O3SCF3]−.

  该标题化合物，其中R = C 6 H ^ 5，4-MEC 6 ħ 4，4-等6 ħ 4和CH 3已经由[IrHCl（O之间的反应在中度至良好的产率制备3 SCF 3）（CO ）（PPh 3）2 ]和相应的N-甲基三氟甲磺酸三氟甲磺酸盐[RCNMe] + [O 3 SCF 3 ] -。
• The affinities of weak nucleophiles for incipient methyl cations
  作者：Ching-Ping Wong、L.M. Jackman、R.G. Portman

  DOI：10.1016/s0040-4039(01)82369-8

  日期：——
• Amer, Muhammed I. K.; Booth, Brian L.; Bitrus, Pogu, Journal of the Chemical Society. Perkin transactions I, 1991, # 7, p. 1673 - 1675
  作者：Amer, Muhammed I. K.、Booth, Brian L.、Bitrus, Pogu

  DOI：——

  日期：——