6781-98-2

Basic information

• Product Name: 2-Chloro-1,3-dimethylbenzene
• Synonyms: 2,6-Dimethylphenyl chloride;m-Xylene, 2-chloro-;2-CHLORO-M-XYLENE;2-CHLORO-1,3-DIMETHYLBENZENE;2,6-DIMETHYL CHLOROBENZENE;1-CHLORO-2,6-DIMETHYLBENZENE;2-Chloro-m-xylene,98%;CHLORO-META-XYLENE (2-CHLORO-1,3-DIMETHYLBENZENE)
• CAS NO: 6781-98-2
• Molecular Formula: C₈H₉Cl
• Molecular Weight: 140.61
• EINECS: 229-843-4
• Product Categories: Halogen toluene;Benzene derivates;Chlorine Compounds
• Mol File: 6781-98-2.mol
• Article Data: 17

Chemical Properties

• Melting Point: −36 °C(lit.)
• Boiling Point: 182-183 °C(lit.)
• Flash Point: 146 °F
• Appearance: Clear colourless to light yellow liquid
• Density: 1.061 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.931mmHg at 25°C
• Refractive Index: n20/D 1.527(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility: Not miscible or difficult to mix with water.
• BRN: 2040954
• CAS DataBase Reference: 2-Chloro-1,3-dimethylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-1,3-dimethylbenzene(6781-98-2)
• EPA Substance Registry System: 2-Chloro-1,3-dimethylbenzene(6781-98-2)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21
• Safety Statements: 26-36/37/39-36/37-23
• RIDADR: 1993
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 6781-98-2(Hazardous Substances Data)

Usage

Chemical Properties

Clear colourless to light yellow liquid

Uses

It is employed as intermediate for pharmaceutical.

General Description

Suzuki coupling reaction of 2-chloro-1,3-dimethylbenzene with arylboronic acids has been investigated. 2-Chloro-1,3-dimethylbenzene undergoes palladium-catalyzed cyanation reaction to afford 2,6-dimethyl benzonitrile.

InChI:InChI=1/C8H9Cl/c1-6-4-3-5-7(2)8(6)9/h3-5H,1-2H3

Upstream product

• 108-38-3 m-xylene 
• 87-62-7 2,6-dimethylaniline 
• 67-66-3 chloroform 
• 103724-97-6 4-Chloro-1,2-dimethylcyclopentene 
• 876-99-3 2,6-dimethylphenyl chloroformic acid ester 
• 7553-56-2 iodine 
• 7782-50-5 chlorine 
• 64-19-7 acetic acid 
• 576-22-7 2-Bromo-m-xylene 
• 95-47-6 o-xylene 
• 120-82-1 1,2,4-Trichlorobenzene 
• 576-26-1 2.6-dimethylphenol 
• 100379-00-8 2,6-dimethylbenzene boronic acid 

Downstream Products

• 134271-45-7 1-(bromomethyl)-2-chloro-3-methylbenzene 
• 108-38-3 m-xylene 
• 145587-92-4 tris(4-chloro-3,5-dimethylphenyl)methanol 
• 605-39-0 2,2'-dimethyl-1,1'-biphenyl 
• 10273-87-7 2,2',6'-trimethylbiphenyl 
• 119971-04-9 N-(2,6-dimethylphenyl)-1,1-diphenylmethanimine 
• 26620-08-6 2,6-dimethyl-1-ethoxylbenzene 
• 180783-48-6 2,6-dimethyl-1-(phenylethynyl)benzene 
• 74443-35-9 bis(2,6-dimethylphenyl)amine 
• 6575-13-9 2,6-dimethylbenzonitrile 
• 949161-08-4 N-(2,6-dimethylphenyl)-2,5-dimethylaniline 
• 104987-84-0 N-cyclohexyl-2,6-dimethylaniline 
• 949161-13-1 N-dodecyl-2,6-dimethylaniline 
• 4058-04-2 N-phenyl-2,6-dimethylaniline 

Relevant articles and documents

Preparation method of 3-methyl-2-aminobenzoic acid

The invention discloses a preparation method of 3-methyl-2-aminobenzoic acid. The preparation method comprises the steps that 2-chloro-m-xylene is added into an acetic acid solvent for stirring, sodium acetate is added as a catalyst, the temperature is raised to 80-100 DEG C by heating, hydrogen peroxide is dropped for a reaction, after the reaction, 3-methyl-2-chlorobenzoic acid is obtained through rectification under vacuum; the 3-methyl-2-chlorobenzoic acid is added into a DMSO solvent, and catalysts of copper chloride and sodium carbonate are added and heated to 120-140 DEG C, and then ammonia is introduced and heated to 150-160 DEG C for a heat preservation of 3-6 hours, and the 3-methyl-2-aminobenzoic acid is obtained. According to the preparation method, a new design idea is provided for the synthesis of the 3-methyl-2-aminobenzoic acid, the preparation method is simple, operation is easy, the cost is low, and the preparation method is environmentally friendly.

A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids leading to chlorinated arenes

A highly efficient heterogeneous copper-catalyzed chlorodeboronation of arylboronic acids with inexpensive N-chlorosuccinimide (NCS) was achieved in MeCN in the presence of 10 mol% of l-proline-functionalized MCM-41-immobilized copper(i) complex [MCM-41-l-proline-CuCl] under mild conditions, yielding a variety of aryl chlorides in excellent yields. This method proved to be tolerant of a broad range of functional groups and particularly useful for the conversion of electron-deficient arylboronic acids to aryl chlorides, a transformation that is inefficient without copper catalysis. This heterogeneous copper catalyst can be recovered by a simple filtration of the reaction solution and recycled for at least 10 times without any decreases in activity.

Copper-catalyzed chlorination of functionalized arylboronic acids

"Chemical Equation Presented" A mild, efficient, Cu(I)-catalyzed method for the conversion of arylboronic acids to aryl chlorides Is reported. This method is particularly useful for the conversion of electron-deficient arylboronic acids to aryl chlorides, a transformation that is inefficient In the absence of Cu catalysis.