1193-72-2

Basic information

• Product Name: 1-BROMO-2,4-DICHLOROBENZENE
• Synonyms: Benzene, 1-bromo-2,4-dichloro-;2,4-DICHLOROBROMOBENZENE;1-BROMO-2,4-DICHLOROBENZENE;BROMO(2-)-4-DICHLOROBENZENE;2,4-Dichloro Bromo Benzene 4'-Phenyl Acetophenone;1-Bromo-2,4-dichlorobenzene, 98+%;1-BROMO-2,4-DICHLOROBENZENE / 2,4-DICHLOROBROMOBENZENE;1-Bromo-2,4-dichlorobenzene,99%
• CAS NO: 1193-72-2
• Molecular Formula: C₆H₃BrCl₂
• Molecular Weight: 225.9
• EINECS: 214-778-6
• Product Categories: Benzene derivates;Bromine Compounds;Chlorine Compounds;Aryl;C6;Halogenated Hydrocarbons;Building Blocks;Chemical Synthesis;Halogenated Hydrocarbons;Organic Building Blocks
• Mol File: 1193-72-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 26-30 °C(lit.)
• Boiling Point: 235°C
• Flash Point: >230 °F
• Appearance: white to light yellow crystal powder
• Density: 1,89 g/cm3
• Vapor Pressure: 0.0714mmHg at 25°C
• Refractive Index: 1.5700 (estimate)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Water Solubility: Slightly soluble in water.
• BRN: 1635733
• CAS DataBase Reference: 1-BROMO-2,4-DICHLOROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BROMO-2,4-DICHLOROBENZENE(1193-72-2)
• EPA Substance Registry System: 1-BROMO-2,4-DICHLOROBENZENE(1193-72-2)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39
• RIDADR: UN 2810 6.1/PG 1
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 1193-72-2(Hazardous Substances Data)

Usage

Chemical Properties

colorless to light yellow crystalline mass or

Uses

1-Bromo-2,4-dichlorobenzene is used to produce 2,4,4'-trichloro-biphenyl. This reaction will need aq. Na2CO3 and solvents dioxane, ethanol. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

General Description

1-Bromo-2,4-dichlorobenzene is an aryl halide. It can be distinguished from the other bromodichlorobenzene isomers using IR and Raman spectral data. It can undergo Suzuki–Miyaura cross-coupling reaction with arylboronic acids in the presence of different Suzuki catalysts.

InChI:InChI=1/C6H3BrCl2/c7-5-2-1-4(8)3-6(5)9/h1-3H

Upstream product

• 5446-18-4 2,4-dichlorophenyl hydrazine hydrochloride 
• 541-73-1 1,3-Dichlorobenzene 
• 10035-10-6 hydrogen bromide 
• 78646-36-3 2,4-dichloro-benzenediazonium; bromide 
• 124-63-0 methanesulfonyl chloride 
• 554-00-7 2,4-Dichloroaniline 
• 258344-01-3 5-bromo-2,4-dichloro-aniline 
• 27165-13-5 2,4-Dichloro-benzenediazonium 

Downstream Products

• 684215-18-7 1-(2,4-dichlorophenyl)-4-hydroxy-2-methylbutan-1-one 
• 945423-03-0 tert-butyl 4-(2,4-dichlorophenyl)-4-hydroxypiperidine-1-carboxylate 
• 945423-04-1 4-(2,4-dichlorophenyl)piperidin-4-ol 
• 1013-78-1 1-(2,4-dichloro-phenyl)-piperazine 
• 945422-82-2 4-(2,4-dichloro-phenyl)-2-methyl-piperazine-1-carboxylic acid tert-butyl ester 
• 872812-79-8 4-bromo-2,6-dinitro-m-phenylenediamine 
• 253450-34-9 4-(2,4-dichloro-benzyl)-piperidine 
• 849766-50-3 4-(2,4-dichloro-benzyl)-piperidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF ORGANIC HALIDES

The present invention provides a halo-de-carboxylation process for the preparation of organic chlorides, organic bromides and mixtures thereof, from their corresponding carboxylic acids, using a chlorinating agent selected from trichloroisocyanuric acid (TCCA), dichloroisocyanuric acid (DCCA), or combination thereof, and a brominating agent.

Bromination by means of sodium monobromoisocyanurate (SMBI)

A variety of aromatic compounds with both activating and deactivating substituents were brominated with sodium monobromoisocyanurate (SMBI) 1, diethyl ether, diethyl ether-methanesulfonic acid, trifluoroacetic acid, or sulfuric acid were employed as solvents. Thus nitrobenzene was conveniently brominated in sulfuric acid, benzene was readily monobrominated in diethyl ether-methanesulfonic acid, and phenol was selectively brominated at the ortho position under mild conditions in refluxing diethyl ether. With substituents that are easily protonated, trifluoroacetic acid may be employed as solvent in the reaction with 1, in contrast NBS was ineffective in trifluoroacetic acid. This renders 1 a superior reagent relative to NBS. In addition to aromatics, alkenes, ketones and esters were also brominated with 1. Diethyl malonate was brominated with 1 and then subjected to a Bingel reaction with NaH to afford the desired methanofullerene in reasonable yield.