64230-23-5

Basic information

• Product Name: 2-bromo-N,N-dimethyl-4-nitroaniline
• Synonyms: 2-bromo-N,N-dimethyl-4-nitroaniline;N,N-Dimethyl 2-bromo-4-nitroaniline
• CAS NO: 64230-23-5
• Molecular Formula: C₈H₉BrN₂O₂
• Molecular Weight: 245
• Mol File: 64230-23-5.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-bromo-N,N-dimethyl-4-nitroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-bromo-N,N-dimethyl-4-nitroaniline(64230-23-5)
• EPA Substance Registry System: 2-bromo-N,N-dimethyl-4-nitroaniline(64230-23-5)

Safety Data

• Hazardous Substances Data: 64230-23-5(Hazardous Substances Data)

Usage

General Description

2-bromo-N,N-dimethyl-4-nitroaniline is a chemical compound with the molecular formula C8H9BrN2O2. It is a yellow to brown solid that is commonly used as a reagent in organic synthesis. 2-bromo-N,N-dimethyl-4-nitroaniline is a substituted nitroaniline, which means it contains a nitro group, a bromine atom, and two methyl groups attached to a benzene ring. It can be used in the production of dyes, pharmaceuticals, and other organic compounds, and it has also been studied for its potential biological and toxicological effects. However, it is important to handle this compound with care as it may pose hazards to human health and the environment.

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 16588-26-4 3-bromo-4-chloronitrobenzene 
• 68-12-2 N,N-dimethyl-formamide 
• 701-45-1 2-bromo-1-fluoro-4-nitrobenzene 
• 128-08-5 N-Bromosuccinimide 
• 100-23-2 N,N-Dimethyl-4-nitroaniline 
• 615-36-1 2-bromoaniline 
• 10403-47-1 2-bromo 5-nitroaniline 
• 5411-50-7 3,4-dibromonitrobenzene 
• 124-40-3 dimethyl amine 

Downstream Products

• 107753-78-6 ZAFIRLUKAST 
• 100709-22-6 trans-3-Brom-4-dimethylamino-azobenzol 
• 6911-88-2 (2-bromo-4-nitro-phenyl)-methyl-amine 
• 860444-64-0 3-Brom-4-dimethylamino-anilin 
• 860533-10-4 2-bromo-N-methyl-4-nitro-N-nitroso-aniline 

Relevant articles and documents

Catalyst and Additive-Free Direct Amidation/Halogenation of Tertiary Arylamines with N-haloimide/amides

An approach has been developed for the amidation (halogenation) of tertiary arylamines by electrophilic activation using N-haloimide/amides. Several control experiments have been performed, and the coupling reaction outcomes indicated that the N-haloimide/amide brings three major functions, including electrophilic activation, aromatic halogenation and nucleophilic nitrogen sources. This cascade reaction features simple manipulation, requires no additional catalyst, oxidant or additives, and is performed under mild conditions. (Figure presented.).

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.