165056-74-6

Basic information

• Product Name: 2,4-Bis(methylamino)-1,3-dinitrobenzene
• Synonyms: 2,4-Bis(methylamino)-1,3-dinitrobenzene
• CAS NO: 165056-74-6
• Molecular Weight: 226.192
• Mol File: 165056-74-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,4-Bis(methylamino)-1,3-dinitrobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Bis(methylamino)-1,3-dinitrobenzene(165056-74-6)
• EPA Substance Registry System: 2,4-Bis(methylamino)-1,3-dinitrobenzene(165056-74-6)

Safety Data

• Hazardous Substances Data: 165056-74-6(Hazardous Substances Data)

Upstream product

• 124-40-3 dimethyl amine 
• 861793-42-2 N,N-diethyl-2,3,4-trinitro-aniline 
• 74-89-5 methylamine 
• 606-21-3 1-chloro-2,6-dinitrobenzene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 99-65-0 meta-dinitrobenzene 
• 121-14-2 2,4-dinitrotoluene 
• 606-20-2 2,6-dinitrotoluene 
• 97-02-9 2,4-Dinitroanilin 
• 89977-93-5 N,N-dimethyl-2,3,4-trinitro-aniline 
• 62-44-2 4-ethoxyacetanilide 
• 4280-24-4 (2,3-dinitrophenyl)ethylether 
• 3914-05-4 4-ethoxy-2,3-dinitro-aniline 
• 860209-26-3 2,3,4-trinitro-phenetole 

Downstream Products

• 95995-03-2 N,N'-dimethyl-2,4,6,N,N'-pentanitro-m-phenylenediamine 

Relevant articles and documents

Amination of dinitrobenzenes with liquid methylamine/potassium permanganate

1,3-Dinitrobenzene (1a) and some simple monosubstituted derivatives (1b-g) were aminated with a liquid methylamine solution of potassium permanganate (LMA/PP) to give the corresponding mono- and bis(methylamino)-substituted compounds (3a-e and 4a). 1,2-Dinitrobenzene (1i) was aminated with LMA/PP to give 2-(methylamino)-1-nitrobenzene (3f) in high yield.The intermediacy of 4-(methylamino) ?-adducts of 1,3-dinitrobenzene (2a), 2-chloro- (2b) and 2-amino-1,3-dinitrobenzene (2c) was established by 1H NMR spectroscopy.Quantum-chemical calculations for the dinitrobenzenes suggest that, in general, the experimentally observed regioselectivity of the methylamination is satisfactorily described by frontier molecular orbital (FMO) interaction of the reagents.