64248-56-2

Basic information

• Product Name: 1-Bromo-2,6-difluorobenzene
• Synonyms: 2,6-DIFLUOROBROMOBENZENE;2-BROMO-1,3-DIFLUOROBENZENE;1-BROMO-2,6-DIFLUOROBENZENE;1-Bromo-2,6-difluorobenzene 98%;1-Bromo-2,6-difluorobenzene98%;Benzene,2-bromo-1,3-difluoro-;1,3-Difluoro-2-bromobenzene;2,6-Difluorophenyl bromide
• CAS NO: 64248-56-2
• Molecular Formula: C₆H₃BrF₂
• Molecular Weight: 192.99
• EINECS: 264-750-2
• Product Categories: Fluorobenzene;Aromatic Halides (substituted);Miscellaneous;Bromine Compounds;Fluorine Compounds;Aryl;C6;Halogenated Hydrocarbons;Aryl Fluorinated Building Blocks;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Hydrocarbons;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks
• Mol File: 64248-56-2.mol
• Article Data: 7

Chemical Properties

• Melting Point: 20 °C
• Boiling Point: 61 °C (35 mmHg)
• Flash Point: 128 °F
• Appearance: Clear yellow/Liquid
• Density: 1.71
• Vapor Pressure: 1.05mmHg at 25°C
• Refractive Index: n20/D 1.51(lit.)
• Storage Temp.: Flammables area
• BRN: 1681053
• CAS DataBase Reference: 1-Bromo-2,6-difluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Bromo-2,6-difluorobenzene(64248-56-2)
• EPA Substance Registry System: 1-Bromo-2,6-difluorobenzene(64248-56-2)

Safety Data

• Hazard Codes: Xi,F
• Statements: 10-36/37/38
• Safety Statements: 16-26-36/37/39-37/39
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 64248-56-2(Hazardous Substances Data)

Usage

Chemical Properties

clean yellow liquid

Uses

1-Bromo-2,6-difluorobenzene has been used in the synthesis of tris(fluorophenyl)boranes.

General Description

Three-component coupling reaction of 1-bromo-2,6-difluorobenzene with benzyne and isocyanides has been reported.

InChI:InChI=1/C6H3F2I/c7-5-2-1-4(9)3-6(5)8/h1-3H

Upstream product

• 5509-65-9 2,6-difluoroaniline 
• 385-00-2 2,6-difluorobenzoic acid 
• 133117-48-3 1,3-difluoro-2-trimethylsilylbenzene 
• 372-18-9 1,3-Difluorobenzene 

Downstream Products

• 151447-04-0 4-(2,6-difluorophenyl)-2,6-dimethylpyridine 
• 21041-54-3 tris(2,6-difluorophenyl)phosphine 
• 262425-56-9 (2,6-difluorophenyl)di(phenyl)phosphine 
• 162101-25-9 2,6-difluorophenylboronic acid 
• 401844-80-2 C₆H₃BCl₂F₂ 
• 401844-78-8 C₁₂H₆BClF₄ 
• 167683-63-8 3-(2,6-difluorophenyl)propionic acid 
• 28314-81-0 3-bromo-2,6-difluorobenzoic acid 
• 151447-06-2 2,4-difluoro-3-(2,6-dimethyl-4-pyridinyl)benzamine 
• 151447-05-1 4-(2,6-difluoro-3-nitrophenyl)-2,6-dimethylpyridine 
• 151447-07-3 diethyl <<<3-(2,6-dimethyl-4-pyridinyl)-2,4-difluorophenyl>amino>methylene>propanedioate 
• 405311-37-7 tert-Butyl 9-(2,6-difluorophenyl)-1,4,5,6-tetrahydroazepino-[4,5-b]indole-3(2H)-carboxylate 

Relevant articles and documents

Transition-metal-free decarboxylative bromination of aromatic carboxylic acids

Methods for the conversion of aliphatic acids to alkyl halides have progressed significantly over the past century, however, the analogous decarboxylative bromination of aromatic acids has remained a longstanding challenge. The development of efficient methods for the synthesis of aryl bromides is of great importance as they are versatile reagents in synthesis and are present in many functional molecules. Herein we report a transition metal-free decarboxylative bromination of aromatic acids. The reaction is applicable to many electron-rich aromatic and heteroaromatic acids which have previously proved poor substrates for Hunsdiecker-type reactions. In addition, our preliminary mechanistic study suggests that radical intermediates are not involved in this reaction, which is in contrast to classical Hunsdiecker-type reactivity. Overall, the process demonstrates a useful method for producing valuable reagents from inexpensive and abundant starting materials.

Efficient one-pot transformation of aminoarenes to haloarenes using halodimethylisulfonium halides generated in situ

Halodimethylsulfonium halide 1, which is readily formed in situ from hydrohaloic acid and DMSO, is a good nucleophilic halide. This activated nucleophilic halide rapidly converts aryldiazonium salt prepared in situ by the same hydrohaloic acid and nitrite ion to aryl chlorides, bromides, or iodides in good yield. The combined action of nitrite ion and hydrohaloic acid in DMSO is required for the direct transformation of aromatic amines, which results in the production of aryl halides within 1 h. Substituted compounds with electron-donating or -withdrawing groups or sterically hindered aromatic amines are also smoothly transformed to the corresponding aromatic halides. The only observed by-product is the deaminated arene (usually 7%). The isolated aryldiazonium salts can also be converted to the corresponding aryl halides using 1. The present method offers a facile, one-step procedure for transforming aminoarenes to haloarenes and lacks the environmental pollutants that usually accompany the Sandmeyer reaction using copper halides.

Method for producing tetrakis ( fluoroaryl) borate-magnesium compound

Fluoroaryl magnesium halide is reacted with a boron compound so that a molar ratio of the fluoroaryl magnesium halide to the boron compound is not less than 3.0 and not more than 3.7, so as to produce a tetrakis (fluoroaryl) borate·magnesium compound. With this method, there occurs no hydrogen fluoride which corrodes a producing apparatus and requires troublesome waste water treatment.