53477-27-3

Basic information

• Product Name: N,N-Dimethyl-4-[[4-(methylamino)phenyl]methyl]benzenamine
• Synonyms: N,N-Dimethyl-4-[[4-(methylamino)phenyl]methyl]benzenamine
• CAS NO: 53477-27-3
• Molecular Formula: C₁₆H₂₀N₂
• Molecular Weight: 240.3434
• Mol File: 53477-27-3.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 391°Cat760mmHg
• Flash Point: 161.8°C
• Appearance: /
• Density: 1.062g/cm³
• Vapor Pressure: 2.55E-06mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: N,N-Dimethyl-4-[[4-(methylamino)phenyl]methyl]benzenamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethyl-4-[[4-(methylamino)phenyl]methyl]benzenamine(53477-27-3)
• EPA Substance Registry System: N,N-Dimethyl-4-[[4-(methylamino)phenyl]methyl]benzenamine(53477-27-3)

Safety Data

• Hazardous Substances Data: 53477-27-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H20N2/c1-17-15-8-4-13(5-9-15)12-14-6-10-16(11-7-14)18(2)3/h4-11,17H,12H2,1-3H3

Upstream product

• 98-10-2 benzenesulfonamide 
• 121-69-7 N,N-dimethyl-aniline 
• 101-77-9 4,4'-diamino diphenyl methane 
• 616-38-6 carbonic acid dimethyl ester 
• 100-61-8 N-methylaniline 
• 60565-88-0 bis(4-methylphenyl)iodonium hexafluorophosphate 
• 70458-22-9 3-chlorobenzoic 2-cyclopropylacetic peroxyanhydride 
• 1564-64-3 9-Bromoanthracene 
• 56-23-5 tetrachloromethane 
• 127598-85-0 N-(4’-(N’,N’-dimethylamino)benzyl)-4-methylaniline 

Downstream Products

• 101-61-1 4,4'-methylene-bis(N,N-dimethylaniline) 

Relevant articles and documents

Full N,N-Methylation of 4,4′-Methylenedianiline with Dimethyl Carbonate: A Feasible Access to 4,4′-Methylene bis(N,N-Dimethylaniline)

The full N,N-methylation of 4,4′-methylenedianiline (MDA) with dimethyl carbonate (DMC) was investigated. The yield of the major product 4,4′-methylene bis(N,N-dimethylaniline) (MBDMA) reached as high as 97% over NaY catalyst at 190°C for 6 h. The catalyst could be used for two more times with acceptable MBDMA yields higher than 90%. The main by-products were identified as three N-methylated derivatives. Surprisingly, the formation of the N-methoxycarbonylation product was extremely restrained, which could be produced in high yields of 98% on zinc acetate catalyst. Furthermore, the reaction pathway to the major product MBDMA was proposed. Finally, a feasible synthetic route of 4,4′-methylene bis(N,N-dimethylaniline) (MBDMA) was established, featuring a high yield, mild reaction conditions, and simple operations.

Unexpected C=N bond formation via NaI-catalyzed oxidative de-tetra-hydrogenative cross-couplings between N,N-dimethyl aniline and sulfamides

A direct and convenient C=N bond formation reaction was reported, which was a de-tetra-hydrogenative cross-coupling (DTCC) reaction between N,N-dimethyl aniline and sulfamide under transition-metal-free conditions, and to give sulfonyl amidine derivatives in moderate to high yields.

AROMATIC TERTIARY AMINES AND n-BUTYL NITRITE

The reaction between alkyl nitrites, particularly n-butyl nitrite, and tertiary aromatic amines under a variety of experimental conditions promptly yielded products of N-dealkylation-N-nitrosation, ring nitration, ipso-substitution and, occasionally, combinations of these processes.Aminoethers were detected as final products and intermediates on the way to N-nitrosations.Reaction pathways are suggested for some of the observed behaviours on the basis of experimental evidences whereas other alternatives are discarded.