697-88-1

Basic information

• Product Name: 4-Bromo-2,6-dichloroaniline
• Synonyms: 2,6-DICHLORO-4-BROMOANILINE;(4-BROMO-2,6-DICHLOROPHENYL)AMINE;4-BROMO-2,6-DICHLOROANILINE;4-BROMO-2,6-DICHLORO-BENZENAMINE;(4-Bromo-2,6-dichlorophenyl)amine, 2,6-Dichloro-4-bromoaniline, 4-Bromo-2,6-dichloro-benzenamine;4-Bromo-2,6-dichloro-1-benzenamine;4-Bromo-2,4,-dichloroaniline
• CAS NO: 697-88-1
• Molecular Formula: C₆H₄BrCl₂N
• Molecular Weight: 240.91
• EINECS: 211-809-5
• Product Categories: Benzenes;Anilines, Amides & Amines;Bromine Compounds;Chlorine Compounds;Amines;Building Blocks;C6;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks
• Mol File: 697-88-1.mol
• Article Data: 12

Chemical Properties

• Melting Point: 83-87 °C
• Boiling Point: 256.5 °C at 760 mmHg
• Flash Point: 108.9 °C
• Appearance: white solid.
• Density: 1.827 g/cm³
• Vapor Pressure: 0.0153mmHg at 25°C
• Refractive Index: 1.648
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 0.00±0.10(Predicted)
• BRN: 2089687
• CAS DataBase Reference: 4-Bromo-2,6-dichloroaniline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Bromo-2,6-dichloroaniline(697-88-1)
• EPA Substance Registry System: 4-Bromo-2,6-dichloroaniline(697-88-1)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39-22
• WGK Germany: 3
• Hazardous Substances Data: 697-88-1(Hazardous Substances Data)

Usage

Uses

4-Bromo-2,6-dichloroaniline is a reagent in the preparation of 4-alkyl-1-phenylpyrazole and 4-alkyl-1-phenyltrioxabicyclooctane derivatives which are GABA receptor antagonist insecticides.

InChI:InChI=1/C6H4BrCl2N/c7-3-1-4(8)6(10)5(9)2-3/h1-2H,10H2

Upstream product

• 10468-46-9 N-(4-bromophenyl)hydroxylamine 
• 106-40-1 4-bromo-aniline 
• 7647-01-0 hydrogenchloride 
• 22134-75-4 4-amino-3,5-dichloro-benzenesulfonamide 
• 63-74-1 sulfanilamide 
• 62-53-3 aniline 
• 103-88-8 4-bromoacetanilide 
• 13953-09-8 4-bromo-2,6-dichloroacetanilide 
• 608-31-1 2,6-Dichloroaniline 
• 112160-74-4 acetic acid-(2,4,N-trichloro-anilide) 

Downstream Products

• 4523-43-7 2,6-dichloro-4-bromonitrosobenzene 
• 13953-09-8 4-bromo-2,6-dichloroacetanilide 
• 1416419-83-4 C₁₄H₃BrCl₅N₃ 
• 1593268-09-7 2,6-dichloro-4-(2-phenyl-6-(p-tolyl)pyrimidin-4-yl)aniline 
• 1593268-10-0 2,6-dichloro-4-(2-phenyl-6-(p-tolyl)(4-¹³C)pyrimidin-4-yl)aniline 
• 1593267-97-0 1-(4-amino-3,5-dichlorophenyl)-3-(p-tolyl)prop-2-yn-1-one 
• 1593268-08-6 1-(4-amino-3,5-dichlorophenyl)-3-(p-tolyl)(1-¹³C)prop-2-yn-1-one 
• 292644-29-2 4-(benzoxazol-2-yl)-2,6-dichloroaniline 
• 336194-94-6 (4-bromo-2,6-dichloro-phenyl)-(6-chloro-2-methyl-pyrimidin-4-yl)-amine 
• 71756-91-7 4-bromo-2,6-dichloro-N-nitro-aniline 
• 99-30-9 4-nitro-2,6-dichloroaniline 
• 1321562-47-3 1-(4-amino-3,5-dichlorophenyl)-2,2,2-trifluoroethanone 
• 158401-00-4 1-(3,4,5-trichloro-phenyl)-2,2,2-trifluoro-ethanone 

Relevant articles and documents

PROCESS FOR PREPARATION OF 5-BROMO-1, 2, 3-TRICHLOROBENZENE

The present invention relates to a process for preparation of 5-bromo-1,2,3-trichlorobenzene of formula (I) in simple, economical manner with high yield. The 5-bromo-1,2,3-trichlorobenzene of formula (I) is used in preparation of 1-(3,4,5-trichloro-phenyl)-2,2,2-trifluoro-ethanone which is a key intermediate of isoxazoline derivatives. (I)

Visible-light photocatalytic activation of N-chlorosuccinimide by organic dyes for the chlorination of arenes and heteroarenes

A variety of arenes and heteroarenes are chlorinated in moderate to excellent yields using N-chlorosuccinimide (NCS) under visible-light activated conditions. A screening of known organic dye photocatalysts resulted in the identification of methylene green as the most efficient catalyst to use with NCS. According to mechanistic studies described within, the reaction is speculated to proceed via a single electron oxidation of NCS utilizing methylene green under visible-light photoredox pathway. The photo-oxidation of NCS amplifies the electrophilicity of the chlorine atom of the NCS, thus leading to enhanced reactivity as a chlorinating reagent with aromatic substrates.

Cu-mediated selective bromination of aniline derivatives and preliminary mechanism study

A simple and efficient bromination of aniline, aniline derivatives, and analogs have been developed. Forty three examples were given and the highest yield reached was 98%. Different substrates including substituted aniline, pyridin-amine, N-substituted aniline, N,N-disubstituted aniline, N-phenyl-amide, N-phenyl-sulfonamide, and nitrogen-containing heterocycles were all reactive and selectively generated desired bromo-products. The method can be applied to synthesize drug intermediate and quinoxaline derivatives.