10199-87-8

Basic information

• Product Name: 1,3-DINITRO-2,4-DIAMINO-BENZENE
• Synonyms: 2,4-DIAMINO-1,3-DINITROBENZENE;1,3-DINITRO-2,4-DIAMINO-BENZENE;2,4-Dinitrobenzene-1,3-diamine
• CAS NO: 10199-87-8
• Molecular Formula: C₆H₆N₄O₄
• Molecular Weight: 198.14
• Mol File: 10199-87-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 482.481 °C at 760 mmHg
• Flash Point: 245.596 °C
• Appearance: /
• Density: 1.684 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.747
• CAS DataBase Reference: 1,3-DINITRO-2,4-DIAMINO-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-DINITRO-2,4-DIAMINO-BENZENE(10199-87-8)
• EPA Substance Registry System: 1,3-DINITRO-2,4-DIAMINO-BENZENE(10199-87-8)

Safety Data

• Hazardous Substances Data: 10199-87-8(Hazardous Substances Data)

Usage

General Description

1,3-Dinitro-2,4-diamino-benzene, also known as 2,4-dinitro-o-phenylenediamine, is a chemical compound that is commonly used in the manufacturing of dyes and pigments. It is a yellow crystalline solid with a slightly sweet odor, and is highly reactive and explosive in nature. 1,3-DINITRO-2,4-DIAMINO-BENZENE is classified as a dangerous goods, and proper safety precautions must be taken when handling and storing it. Exposure to 1,3-dinitro-2,4-diamino-benzene can cause irritation to the skin, eyes, and respiratory tract, and can be harmful if ingested or inhaled. Due to its potential hazards, this chemical should be handled with extreme care and in accordance with strict safety protocols.

InChI:InChI=1/C6H6N4O4/c7-3-1-2-4(9(11)12)5(8)6(3)10(13)14/h1-2H,7-8H2

Upstream product

• 99-65-0 meta-dinitrobenzene 
• 10199-85-6 1-chloro-2,4-dinitrochlorobenzene 
• 64-17-5 ethanol 
• 7803-49-8 hydroxylamine 
• 141-52-6 sodium ethanolate 
• 97-02-9 2,4-Dinitroanilin 
• 7664-41-7 ammonia 
• 861793-42-2 N,N-diethyl-2,3,4-trinitro-aniline 
• 861601-98-1 1,3-dibromo-2,4-dinitro-benzene 
• 73333-90-1 2,3,4-trinitro-aniline 
• 89977-93-5 N,N-dimethyl-2,3,4-trinitro-aniline 
• 860209-26-3 2,3,4-trinitro-phenetole 
• 361-47-7 3-fluoro-2,4-dinitrophenol 
• 116632-21-4 3-bromo-2,4-dinitro-phenol 

Downstream Products

• 519-44-8 2,4-dinitroresorcinol 

Relevant articles and documents

Amination of some 1,3-dinitrobenzenes with liquid ammonia-potassium permanganate

1,3-Dinitrobenzene and some its 2- and 4-substituted derivatives are dehydroaminated in a solution of potassium permanganate in liquid ammonia to give the corresponding mono- or diamino-1,3-dinitro-benzenes. Under the same conditions, 4-fluoro-1,3-dinitrobenzene is converted into 2,4-dinitroaniline via replacement of the fluorine atom, while 2,4-dinitrobenzaldehyde gives rise to 2,4-dinitrobenzamide.

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.