6781-98-2

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-1,3-dimethylbenzene is used as an intermediate for the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a versatile building block in the development of new drugs and medications.
Used in Chemical Synthesis:
In the chemical industry, 2-Chloro-1,3-dimethylbenzene is utilized as a starting material for the production of other organic compounds. Its reactivity in palladium-catalyzed cyanation and Suzuki coupling reactions makes it a valuable component in the synthesis of a wide range of chemicals.
Used in Research and Development:
Due to its unique chemical properties and reactivity, 2-Chloro-1,3-dimethylbenzene is also employed in research and development laboratories. It serves as a model compound for studying various chemical reactions and exploring new synthetic pathways in organic chemistry.

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 
• 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 
• 576-26-1 2.6-dimethylphenol 
• 100379-00-8 2,6-dimethylbenzene boronic acid 
• 120-82-1 1,2,4-Trichlorobenzene 
• 67-66-3 chloroform 
• 103724-97-6 4-Chloro-1,2-dimethylcyclopentene 
• 87-62-7 2,6-dimethylaniline 

Downstream Products

• 17961-82-9 (2,6-dimethylphenyl)trimethylsilane 
• 25006-87-5 1,3-bis(bromomethyl)-2-chlorobenzene 
• 36747-57-6 2-chloro-1,3-bis-(trichloromethyl)-benzene 
• 13049-16-6 2,6-dicarboxychlorobenzene 
• 145587-92-4 tris(4-chloro-3,5-dimethylphenyl)methanol 
• 134271-45-7 1-(bromomethyl)-2-chloro-3-methylbenzene 
• 108-38-3 m-xylene 
• 255835-91-7 4-(2,6-dimethylphenyl)morpholine 
• 605-39-0 2,2'-dimethyl-1,1'-biphenyl 
• 10273-87-7 2,2',6'-trimethylbiphenyl 
• 26620-08-6 2,6-dimethyl-1-ethoxylbenzene 
• 814254-89-2 1-(2',6'-dimethylphenyl)-2-methylnaphthalene 
• 23592-90-7 2-(2,6-dimethylphenyl)-1-phenylethan-1-one 
• 68014-57-3 2,6-dimethyl-N-(o-tolyl)aniline 

Relevant academic research and scientific papers

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.

2 - Chloro -3 - methyl benzoic acid and intermediate preparation method (by machine translation)

The invention discloses a 2 - chloro - 3 - methyl benzoic acid and intermediate preparation method. A 2 - chloro - 3 - methyl benzoic acid and intermediate preparation method, comprising the following steps, in the oxygen pressure is 0.1 mpa - 0.8 mpa under the condition of, under the action of the catalyst and promoter, the 2, 6 - dimethyl chlorobenzene to carry out oxidation reaction, can be; wherein said 2, 6 - dimethyl chlorobenzene and the oxygen molar amount ratio of 1: 1.8 - 1: 2.2. The 2 - chloro - 3 - methyl benzoic acid, in order to industrially easily available raw materials for the reaction, after treatment is simple, high yield, purity is good, small pollution to the environment, is more suitable for industrial. (by machine translation)

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.

Ring expansion and vinylic nucleophilic substitution competing for (tert-alkyl)2CC(Li)-Cl in carbenoid chain processes

Vinylic nucleophilic substitution (SNV) reactions of unactivated, cyclic α,α-dichloroalkenes [(tert-alkyl) 2CCCl2] with aryllithiums (RLi) to give (tert-alkyl) 2CC(Cl)-R are presented to be carbenoid chain react

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.

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.

PROCESS FOR HALOGENATION OF BENZENE AND BENZENE DERIVATIVES

In a process of halogenation of benzene or benzene derivatives, di-substituted halobenzene derivatives having para-aromatic compounds or tri-substituted halobenzene derivatives having 1,2,4-substituted aromatic compounds are selectively produced. In halogenation of benzene or benzene derivatives, a fluorine-containing zeolite catalyst such as L-type zeolite, or a zeolite catalyst having the crystal size of at most 100 nm is used. The reaction is preferably effected in the presence of a solvent, and the solvent is preferably a halogenated compound.

Fast and easy halide exchange in aryl halides

We report here the rapid halide exchange in aryl halides facilitated by microwave and conventional heating using nickel(II) halides as reagents. The methodology can be used for conversion of aryl chlorides to bromides, aryl iodides to bromides and chlorides and aryl bromides to chlorides. Reactions are fast (5 minutes reaction time for microwave heating and 4 hours for conventional heating) and can be performed without the need for exclusion of air and water.

A radical and an electron transfer process are compared in their regioselectivities towards a molecule with two different C-I bonds: Effect of steric congestion

Steric compression in 1,4-diiodo-2,6-dimethylbenzene (2a) makes the C-I bond flanked by methyls substantially weaker (a buttressing effect) than the unhindered C-I bond. Calculations also confirm the weaker bonding interaction of the hindered C-I bond of 2a. This causes a remarkable regioselectivity toward the weaker bond in dehalogenation by stannyl radicals. Conversely, a much lower regioselectivity is found for a process -a photostimulated S(RN)1 reaction with the enolate ion of a ketone - which requires the conversion of 2a into a radical anion. A calculation of the BDE of the C-I bond for aa ArI·- system is offered. Finally, the hindered awl radical intermediate resulting from cleavage of the weaker C-I bond of 2a·- shows a modest but detectable discrimination between reduction or substitution, this once again being due to the steric congestion.

Chlorination of aromatic compounds with chlorous acid under non-aqueous conditions

The non-aqueous solution of chlorous acid is a versatile chlorinating agent for aromatic compounds, e.g. alkylbenzenes, anisoles, and acetanililides. It is also an effective chlorine-substitute for the conversion of aryl bromides into aryl chlorides under mild conditions. The stoichiometry of the chlorination reaction is ArH+3HOClO→ArCl+2ClO2+2H2O, and the mode of dissociation of chlorous acid in dichloromethanc is 3HOClO→HOCl+2ClO2+H2O.