27761-65-5

Basic information

• Product Name: 2,4-DIBROMO-3,6-DICHLOROANILINE
• Synonyms: 2,4-DIBROMO-3,6-DICHLOROANILINE;4,6-DIBROMO-2,5-DICHLOROANILINE;2,5-Dichloro-4,6-dibromoaniline
• CAS NO: 27761-65-5
• Molecular Formula: C₆H₃Br₂Cl₂N
• Molecular Weight: 319.81
• Mol File: 27761-65-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 321.6°Cat760mmHg
• Flash Point: 148.3°C
• Appearance: /
• Density: 2.161g/cm³
• Vapor Pressure: 0.000294mmHg at 25°C
• Refractive Index: 1.675
• PKA: -1.17±0.10(Predicted)
• CAS DataBase Reference: 2,4-DIBROMO-3,6-DICHLOROANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DIBROMO-3,6-DICHLOROANILINE(27761-65-5)
• EPA Substance Registry System: 2,4-DIBROMO-3,6-DICHLOROANILINE(27761-65-5)

Safety Data

• Hazardous Substances Data: 27761-65-5(Hazardous Substances Data)

Usage

General Description

2,4-DIBROMO-3,6-DICHLOROANILINE is a chemical compound with the molecular formula C6H3Br2Cl2N. It is an organic chemical that is commonly used as an intermediate for the synthesis of pharmaceuticals, dyes, and agrochemicals. It is a pale yellow to light brown solid that is sparingly soluble in water but soluble in organic solvents. The compound is considered to be moderately toxic and a skin and eye irritant. It is important to handle 2,4-DIBROMO-3,6-DICHLOROANILINE with caution and to use appropriate protective equipment when working with it.

InChI:InChI=1/C6H3Br2Cl2N/c7-2-1-3(9)6(11)4(8)5(2)10/h1H,11H2

Upstream product

• 95-82-9 2,5 dichloroaniline 
• 88-50-6 1-amino-2,5-dichlorobenzene-4-sulphonic acid 
• 7732-18-5 water 
• 7726-95-6 bromine 

Downstream Products

• 81067-41-6 1,3-dibromo-2,5-dichlorobenzene 

Relevant articles and documents

Graphene Oxide Promoted Oxidative Bromination of Anilines and Phenols in Water

The mildly acidic and oxidative nature of graphene oxide, with its large surface area available for catalytic activity, has been explored in aromatic nuclear bromination chemistry for the first time. The versatile catalytic activity of graphene oxide (GO) has been used to selectively and rapidly brominate anilines and phenols in water. The best results were obtained at ambient temperatures using molecular bromine in a protocol promoted by oxidative bromination catalyzed by GO; these transformations proceeded with 100% atom economy with respect to bromine and high selectivities for the tribromoanilines and -phenols. Reduced graphene oxide (r-GO) was observed to form after the second recycle (third use) of GO. This technique is also effective with N-bromosuccinimide (NBS) as the brominating reagent. In the case of NBS, reactions were instantaneous and the GO displayed excellent recyclability without any loss of activity over several cycles.

Identification of bromination products of chloro-substituted anilines in aqueous environment by gas chromatography

To reduce the detection limits of aniline and its various chloroderivatives (all isomers of mono- and dichloroanilines, 2,4,5 -, 2,4,6-, and 3,4,5-trichloroanilines, pentachloroaniline) in aqueous media we suggested bromination reaction, followed by gas chromatographic definition bromo derivatives of chloroanilines on a selective electron capture detector. To identify the products of bromination of chloroaniline in combination with mass-spectrometric data we used chromatographic retention indices on standard nonpolar polydimethylsiloxane stationary phase that was determined for 50 compounds in this class. The technique of identifying bromoderivatives of chloroaniline in water was developed at the gas-chromatographic analysis in the selective electron capture detector. To improve the reliability of the identification of additional bromoderivatives of chloroanilines we obtained their trifluoroacetyl derivatives.