873-38-1

Basic information

• Product Name: 2-Bromo-4-chloroaniline
• Synonyms: 2-BROMO-4-CHLOROANILINE;1-AMINO-2-BROMO-4-CHLOROBENZENE;Benzenamine, 2-bromo-4-chloro-;DISCONTINUED !2-Bromo-4-chloroaniline;2-Bromo-4-chloroaniline,98%;2-Bromo-4-chloroaniline 99%;4-Chloro-2-Bromoaniline;2-Bromo-4-chlorobenzenamine
• CAS NO: 873-38-1
• Molecular Formula: C₆H₅BrClN
• Molecular Weight: 206.47
• EINECS: 212-837-0
• Product Categories: Amines;blocks;Bromides;Anilines, Amides & Amines;Bromine Compounds;Chlorine Compounds;C2 to C6;Nitrogen Compounds;Building Blocks;C6;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 873-38-1.mol
• Article Data: 51

Chemical Properties

• Melting Point: 64-68 °C(lit.)
• Boiling Point: 127°C 14mm
• Flash Point: 127°C/20mm
• Appearance: Pale brown/Crystalline Powder
• Density: 1.722 g/cm³
• Vapor Pressure: 0.00944mmHg at 25°C
• Refractive Index: 1.638
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: soluble in Methanol
• PKA: 1.90±0.10(Predicted)
• BRN: 2802563
• CAS DataBase Reference: 2-Bromo-4-chloroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Bromo-4-chloroaniline(873-38-1)
• EPA Substance Registry System: 2-Bromo-4-chloroaniline(873-38-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• RIDADR: UN2811
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 873-38-1(Hazardous Substances Data)

Usage

Uses

2-Bromo-4-chloroaniline may be used in the preparation of:2-bromo-4-chloro-N-tosylaniline2-bromo-4-chlorothiophenol7-chloro-4a-methyl-4,4a,9,9a-tetrahydro-1H-carbazol-2(3H)-one

General Description

2-Bromo-4-chloroaniline is a 2-bromo-4-substituted aniline that can be prepared from 4-chloroaniline via electrophilic bromination.

InChI:InChI=1/C6H5BrClN/c7-5-3-4(8)1-2-6(5)9/h1-3H,9H2

Upstream product

• 823-86-9 N-(4-chlorophenyl)hydroxylamine 
• 106-47-8 4-chloro-aniline 
• 615-36-1 2-bromoaniline 
• 10035-10-6 hydrogen bromide 
• 57045-85-9 2-bromo-4-chloroacetanilide 

Downstream Products

• 1435-50-3 2-bromo-1,4-dichlorobenzene 
• 54404-01-2 2-bromo-4-chlorobenzene-1-thiol 
• 71757-16-9 2-bromo-4-chloro-6-iodoaniline 
• 113117-41-2 N-(2-bromo-4-chloro-phenyl)-malonamic acid ethyl ester 
• 207511-26-0 4-(2-Bromo-4-chloro-phenylimino)-piperidine-1-carboxylic acid tert-butyl ester 
• 956-29-6 N-(2-bromo-4-chlorophenyl)benzamide 
• 15952-20-2 6-chloro-2-phenylbenzo[d]oxazole 
• 928782-97-2 4-chloro-2-(phenylethynyl)aniline 
• 1240382-19-7 C₁₆H₂₀BrClN₂O₃ 
• 1361493-70-0 N-tert-butyl-2-(p-chlorophenyl)-5-chloroquinazoline-4-amine 
• 1325217-84-2 N-tert-butyl-4-amino-6-chloro-2-phenylquinazoline 
• 872463-46-2 6-chloro-N-cyclohexyl-2-phenylquinazolin-4-amine 
• 1361493-54-0 N'-(2-bromo-4-chlorophenyl)benzimidamide 

Relevant articles and documents

Flexible on-site halogenation paired with hydrogenation using halide electrolysis

Direct electrochemical halogenation has appeared as an appealing approach in synthesizing organic halides in which inexpensive inorganic halide sources are employed and electrical power is the sole driving force. However, the intrinsic characteristics of direct electrochemical halogenation limit its reaction scope. Herein, we report an on-site halogenation strategy utilizing halogen gas produced from halide electrolysis while the halogenation reaction takes place in a reactor spatially isolated from the electrochemical cell. Such a flexible approach is able to successfully halogenate substrates bearing oxidatively labile functionalities, which are challenging for direct electrochemical halogenation. In addition, low-polar organic solvents, redox-active metal catalysts, and variable temperature conditions, inconvenient for direct electrochemical reactions, could be readily employed for our on-site halogenation. Hence, a wide range of substrates including arenes, heteroarenes, alkenes, alkynes, and ketones all exhibit excellent halogenation yields. Moreover, the simultaneously generated H2at the cathode during halide electrolysis can also be utilized for on-site hydrogenation. Such a strategy of paired halogenation/hydrogenation maximizes the atom economy and energy efficiency of halide electrolysis. Taking advantage of the on-site production of halogen and H2gases using portable halide electrolysis but not being suffered from electrolyte separation and restricted reaction conditions, our approach of flexible halogenation coupled with hydrogenation enables green and scalable synthesis of organic halides and value-added products.

A Practical Procedure for Regioselective Bromination of Anilines

A highly practical procedure for the preparation of bromoanilines by using copper-catalyzed oxidative bromination has been developed. Treatment of free anilines with readily available NaBr and Na 2S 2O 8in the presence of a catalytic amount of CuSO 4·5H 2O enabled regioselective bromination.

Aryl halide and synthesis method and application thereof

The invention discloses a synthesis method of aryl halides (including aryl bromide shown as a formula (2) and aryl iodide shown as a formula (3)). All the systems are carried out in an air atmosphere,visible light is utilized to excite a substrate or a photosensitizer to catalyze the reaction; and in a reaction solvent, when aromatic hydrocarbon shown in the formula (1) and sodium bromide serve as raw materials, aryl bromide shown in the formula (2) is obtained through a reaction under the auxiliary action of an additive (protonic acid); or when aromatic hydrocarbon shown in the formula (1) and sodium iodide are used as raw materials, under the auxiliary action of an additive (protonic acid), aryl iodide shown in the formula (3) is obtained through reaction. The synthesis method has the advantages of cheap and accessible raw materials, simple reaction operation and mild reaction conditions. The method is compatible with the arylamine which is liable to be oxidized. The invention provides a new method for the synthesis of aryl halides, realizes the amplification of basic chemicals aryl halides including aryl bromide shown in the formula (2) and aryl iodide shown in the formula (3),and has wide application prospect and practical value.