6140-15-4

Basic information

• Product Name: N,N,N-trimethyl-p-toluidinium iodide
• Synonyms: N,N,N,4-tetramethylanilinium
• CAS NO: 6140-15-4
• Molecular Formula: C₁₀H₁₆N*I
• Molecular Weight: 150.2402
• Mol File: 6140-15-4.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: N,N,N-trimethyl-p-toluidinium iodide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N,N-trimethyl-p-toluidinium iodide(6140-15-4)
• EPA Substance Registry System: N,N,N-trimethyl-p-toluidinium iodide(6140-15-4)

Safety Data

• Hazardous Substances Data: 6140-15-4(Hazardous Substances Data)

Upstream product

• 106-49-0 p-toluidine 
• 74-88-4 methyl iodide 
• 75-11-6 diiodomethane 
• 99-97-8 Dimethyl-p-toluidine 

Downstream Products

• 99-97-8 Dimethyl-p-toluidine 
• 74-88-4 methyl iodide 
• 110931-88-9 Dimethyl-(4-methylphenyl)-phenylsilan 
• 3644-91-5 (4-methylphenyl)triethylsilane 
• 82721-72-0 4-Methoxy-4-p-tolyl-cyclohexa-2,5-dienone 
• 644-08-6 4-Methylbiphenyl 
• 620-83-7 1-methyl-4-(phenylmethyl)benzene 
• 58005-86-0 2,5-Dimethoxy-4'-methyl-biphenyl 
• 5720-05-8 4-methylphenylboronic acid 

Relevant articles and documents

Diiodomethane-mediated generation of n-aryliminium ions and subsequent [4 + 2] cycloadditions with olefins

Herein, we report a method for in situ generation of N-aryliminium ions via reactions of N,N-dimethylanilines with diiodomethane. We used the method to prepare tetrahydroquinolines via one-pot three-component reactions between N,N-dimethylanilines, diiodomethane, and olefins. This transformation involves initial reaction of the aniline with diiodomethane to form an iodomethylammonium salt, which undergoes fragmentation accompanied by elimination of methyl iodide to give an N-aryliminium ion, which is trapped by the olefin via [4 + 2] cycloaddition to give the final product. This method for generating N-aryliminium ions requires neither a catalyst nor a strong oxidant, suggesting that it can be expected to find broad utility, especially for substrates that are sensitive to Lewis acids, transition metals, or strong oxidants.

Selective Hofmann alkylation of aromatic-aliphatic diamines in the presence of carbon dioxide

Selective Hofmann alkylation at arylamino group in carbon dioxide medium was demonstrated on model diamines containing aliphatic and aromatic primary amino groups, namely, 2-H2NC6H4CH2NH2, 3-H2/

Influence of positively-charged guests on the superoxide dismutase mimetic activity of copper(II) β-cyclodextrin dithiocarbamates

The superoxide dismutase (SOD) activity of the Cu(II) complexes of two dithiocarbamate derivatives of cyclodextrin (Cu-C6DTC, Cu-C2DTC), one on the primary (C6DTC) and the other on the secondary (C2DTC) side, was determined in the presence of positively-c