6286-84-6

Basic information

• Product Name: 2,4-dibromophenyl 4-methylbenzenesulfonate
• CAS NO: 6286-84-6
• Molecular Formula: C₁₃H₁₀Br₂O₃S
• Molecular Weight: 406.0897
• Mol File: 6286-84-6.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 471.1°C at 760 mmHg
• Flash Point: 238.7°C
• Density: 1.752g/cm³
• Vapor Pressure: 1.35E-08mmHg at 25°C
• Refractive Index: 1.626
• CAS DataBase Reference: 2,4-dibromophenyl 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-dibromophenyl 4-methylbenzenesulfonate(6286-84-6)
• EPA Substance Registry System: 2,4-dibromophenyl 4-methylbenzenesulfonate(6286-84-6)

Safety Data

• Hazardous Substances Data: 6286-84-6(Hazardous Substances Data)

Usage

Physical State

White solid

Common Uses

Intermediate in pharmaceutical and agrochemical synthesis
Building block in organic compound preparation

Synthesis Method

Produced by the reaction of 2,4-dibromophenol with p-toluenesulfonyl chloride

Versatility

Exhibits versatile chemical properties suitable for various industries

Applications

Pharmaceutical industry
Agricultural industry
Chemical industry

Upstream product

• 615-58-7 2,4-dibromophenol 
• 98-59-9 p-toluenesulfonyl chloride 
• 2437-48-1 2,4,6-tribromophenyl 4-methylbenzenesulfonate 

Downstream Products

• 6324-15-8 toluene-4-sulfonic acid 4-bromo-phenyl ester 
• 1187442-46-1 4-bromo-2-cyclohex-2-en-1-ylphenyl 4-methylbenzenesulfonate 
• 1187442-45-0 2-(5-bromo-2-{[(4-methylphenyl)sulfonyl]oxy}phenyl)-2-oxo-1-phenylethyl acetate 
• 4703-22-4 N-tosylpiperidine 

Relevant articles and documents

Preparation of polyfunctional arylmagnesium, arylzinc, and benzylic zinc reagents by using magnesium in the presence of LiCl

The presence of LiCl considerably facilitates the insertion of magnesium into various aromatic and heterocyclic bromides. Several functional groups, such as -OBoc, -OTs, -Cl, -F, -CF3, -OMe, -NMe2, and -N 2NR2, are well tolerated. The presence of a cyano group leads in some cases to competitive reduction of the organic halide to the corresponding ArH compound. The presence of sensitive groups such as methyl or ethyl ester is tolerated upon in situ trapping of the intermediate magnesium reagent with ZnCl2. This method can also be applied to the preparation of functionalized benzylic zinc reagents from benzylic chlorides. In the case of di- or tribromoaryl derivatives, directing groups such as -OPiv, -OTs, -N2NR2, or -OAc orient the zinc insertion (Zn/LiCl) to the ortho-position, while the reaction with Mg/LiCl or Mg/LiCl/ZnCl 2 leads to regioselective insertion into the para-carbon-bromine bond. Large-scale experiments (20-100 mmol) for all of the metalation procedures are described.