73557-63-8

Basic information

• Product Name: Benzene, 1,2-dibromo-5-methyl-3-nitro-
• Synonyms: 3,4-dibromo-5-nitro-toluene;2.3-Dibrom-1-nitro-5-methyl-benzol;3,4-Dibrom-5-nitro-toluol;3.4-Dibrom-5-nitrotoluol;1,2-Dibromo-5-methyl-3-nitro-benzene
• CAS NO: 73557-63-8
• Molecular Formula: C7H5Br2NO2
• Molecular Weight: 294.93
• Mol File: 73557-63-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Benzene, 1,2-dibromo-5-methyl-3-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,2-dibromo-5-methyl-3-nitro-(73557-63-8)
• EPA Substance Registry System: Benzene, 1,2-dibromo-5-methyl-3-nitro-(73557-63-8)

Safety Data

• Hazardous Substances Data: 73557-63-8(Hazardous Substances Data)

Usage

General Description

Benzene, 1,2-dibromo-5-methyl-3-nitro- is a chemical compound with the molecular formula C7H6Br2N2O2. It is a highly toxic and potentially carcinogenic compound that is commonly used as a chemical intermediate in the production of pharmaceuticals, dyes, and other organic compounds. It is a yellow crystalline solid and is soluble in organic solvents. Exposure to this compound can cause irritation to the skin, eyes, and respiratory tract, and can also result in nausea, vomiting, and central nervous system depression. It is important to handle and use this compound with extreme care and in accordance with proper safety precautions.

Upstream product

• 89-62-3 4-methyl-2-nitroaniline 
• 827-24-7 2-bromo-4-methyl-6-nitroaniline 

Downstream Products

• 860182-91-8 4-anilino-3-bromo-5-nitro-benzoic acid 
• 854676-12-3 3-amino-4-anilino-5-bromo-benzoic acid 

Relevant articles and documents

Alkyl Nitrite-Metal Halide Deamination Reactions. 7. Synthetic Coupling of Electrophilic Bromination with Substitutive Deamination for Selective Synthesis of Multiply Brominated Aromatic Compounds from Arylamines

Aromatic amines undergo substitution with copper(II)bromide that is in competition with substitutive deamination when these reactions are performed with tert-butyl nitrite.Except for the exceptionally reactive 4-substituted 1-aminonaphthalenes,which undergo selective bromine substitution at the 1- and 2-positions in relatively high isolated yields,rates for oxidative bromination and substitutive deamination are not sufficiently different that selective multiple bromination can be achieved.Oxidative bromination of N,N-dimethylaniline by copper(II)bromide occurs with partial dealkylation,and nitration products are observed from reactions performed with copper(II)bromide and tert-butyl nitrite.Implications of these results for the successful utilization of copper(II)bromide/tert-butyl nitrite combinations in substitutive deamination reactions of aromatic amines are discussed.Multiply brominated aromatic compounds are produced from aromatic amines in high yield through treatment of the aromatic amine with the combination of molecular bromine and catalytic quantities of copper(II)bromide and,following a normally brief time delay,with tert-butyl nitrite.All unsubstituted aromatic ring positions ortho and para to the amino group,as well as the position of the amino group,are substituted by bromine.The only observed byproducts from use of this procedure (usually 2percent yield) are the partially brominated benzene derivatives.