829-02-7

Basic information

• Product Name: 4-Bromo-N,N-dimethyl-2-nitroaniline
• Synonyms: 4-Bromo-N,N-dimethyl-2-nitroaniline;N,N-Dimethyl 4-bromo-2-nitroaniline
• CAS NO: 829-02-7
• Molecular Formula: C₈H₉BrN₂O₂
• Molecular Weight: 245.07326
• Mol File: 829-02-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-Bromo-N,N-dimethyl-2-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-N,N-dimethyl-2-nitroaniline(829-02-7)
• EPA Substance Registry System: 4-Bromo-N,N-dimethyl-2-nitroaniline(829-02-7)

Safety Data

• Hazardous Substances Data: 829-02-7(Hazardous Substances Data)

Usage

General Description

4-Bromo-N,N-dimethyl-2-nitroaniline, also known as 2-nitro-4-bromo-N,N-dimethylaniline, is a chemical compound with the molecular formula C8H10BrN3O2. It is a yellow solid that is used in the production of dyes and pigments, specifically as an intermediate for the synthesis of azo dyes. 4-Bromo-N,N-dimethyl-2-nitroaniline is also used in the manufacturing of pharmaceuticals and as a reagent in organic synthesis. It is important to note that 4-Bromo-N,N-dimethyl-2-nitroaniline is toxic if ingested, inhaled, or absorbed through the skin, and it may cause irritation to the respiratory system and skin. Therefore, it should be handled and stored with caution.

Upstream product

• 586-77-6 4-bromo-N,N-dimethylaniline 
• 610-17-3 N,N-dimethyl-2-nitro-benzenamine 
• 121-69-7 N,N-dimethyl-aniline 

Downstream Products

• 183251-89-0 4-Brom-2-amino- 
• 860585-07-5 4-bromo-N-methyl-2-nitro-N-nitroso-aniline 
• 861084-17-5 4-bromo-N-methyl-2,6-dinitro-N-nitroso-aniline 
• 53484-26-7 N-methyl-4-bromo-2-nitroaniline 

Relevant articles and documents

Highly chemoselective nitration of aromatic amines using the Ph3P/Br2/AgNO3 system

The use of PPh3/Br2/AgNO3 provides a new reagent system for the novel and highly chemoselective nitration of aromatic amines under mild reaction conditions.

Synthesis of functionalised macrocyclic compounds as Na+ and K+ receptors: A mild and high yielding nitration in water of mono and bis 2-methoxyaniline functionalised crown ethers

The syntheses of the bis-aromatic 15-crown-5 and 18-crown-6-ether derivatives 1 and 2, for the selective recognition of intra- and extracellular concentrations of Na+ and K+, from o-anisidine are described. These compounds were made

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.