62037-06-3

Usage

Uses

Used in Pharmaceutical Industry:
3-Chlorobenzal bromide is used as a key intermediate for the synthesis of various pharmaceuticals. Its reactivity in nucleophilic substitution and halogenation reactions allows for the creation of a wide range of medicinal compounds, contributing to the development of new drugs and therapies.
Used in Agrochemical Industry:
In the agrochemical sector, 3-Chlorobenzal bromide is utilized as an intermediate in the production of different agrochemicals. Its chemical properties facilitate the synthesis of compounds that can be used in the development of pesticides, herbicides, and other agricultural products to improve crop protection and yield.
Used in Organic Chemistry Research:
3-Chlorobenzal bromide is employed as a reagent in organic chemistry research. Its ability to undergo multiple types of chemical reactions makes it a valuable tool for exploring new synthetic pathways and developing novel organic compounds for various applications.
Used in Industrial Applications:
The versatile nature of 3-Chlorobenzal bromide makes it suitable for use in various industrial applications. Its role in the synthesis of organic compounds contributes to the production of specialty chemicals, dyes, and other products that are essential across different industries.

InChI:InChI=1/C7H5Br2Cl/c8-7(9)5-1-3-6(10)4-2-5/h1-4,7H

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 106-43-4 para-chlorotoluene 
• 127-09-3 sodium acetate 
• 618-31-5 benzylidene dibromide 
• 622-95-7 4-chlorobenzyl bromide 
• 1878-66-6 4-chlorophenylacetic Acid 

Downstream Products

• 618-31-5 benzylidene dibromide 
• 104-88-1 4-chlorobenzaldehyde 
• 51259-46-2 1r,2c-Dimethyl-3t-<4-chlor-phenyl>-cyclopropan 
• 51259-42-8 1r,2c-Dimethyl-3c-<4-chlor-phenyl>-cyclopropan 
• 32393-39-8 (+/-)1,1,2r-Trimethyl-3t-<4-chlor-phenyl>-cyclopropan 
• 62037-07-4 1-[Bis-(2,2,2-trifluoro-ethoxy)-methyl]-4-chloro-benzene 
• 91335-77-2 (+/-)-1,1-Dimethyl-2-<4-chlor-phenyl>-cyclopropan 
• 854278-31-2 dimethyl-selenocarbamic acid Se-[(4-chloro-phenyl)-dimethylcarbamoylselanyl-methyl] ester 
• 127275-33-6 2-(4-Chloro-phenyl)-4,5-dimethyl-3,6-dihydro-2H-selenopyran 
• 107969-75-5 3-(p-chlorophenyl)-1,5-diphenyl-1,5-pentanedione 
• 72094-29-2 3-(p-methylphenyl)-5-(p-chlorophenyl)-1,2,4-oxadiazole 
• 28825-13-0 5-(4-chlorophenyl)-3-phenyl-1,2,4-oxadiazole 
• 51157-56-3 (+/-)-1r,2t-Dimethyl-3c-<4-chlor-phenyl>-cyclopropan 
• 91335-80-7 (+/-)-1r-Ethyl-2c-<4-chlor-phenyl>-cyclopropan 

Relevant academic research and scientific papers

One-pot synthesis of 3,5-diaryl substituted-1,2,4-oxadiazoles using gem -dibromomethylarenes

1,2,4-Oxadiazole is one of the most promising heterocyclic ring systems in medicinal chemistry. In the present paper, we report the method for an efficient one-pot synthesis of 3,5-diaryl substituted 1,2,4-oxadiazoles using a two-component reaction of gem-dibromomethylarenes with amidoximes in good yields. In this method, gem-dibromomethylarenes are used as benzoic acid equivalents for the efficient synthesis of aryl-substituted 1,2,4-oxadiazoles. It is anticipated that this methodology will have versatile applications in the practical syntheses of various molecules of both medicinal and material chemistry importance.

Visible-Light-Driven Oxidative Mono- and Dibromination of Benzylic sp 3 C-H Bonds with Potassium Bromide/Oxone at Room Temperature

Benzylic sp 3 C-H bonds have been successfully brominated with potassium bromide by using Oxone as an oxidant in water/dichloromethane under visible light at room temperature. Toluene, ethylbenzene and other alkylbenzenes bearing an electron-withdrawing group, such as Br, Cl, COMe, CO 2 Et, CO 2 H, CN or NO 2, provide the corresponding benzylic monobromides in good to excellent yields in this reaction. Dibromides can also be produced in the presence of excess potassium bromide in a prolonged reaction time. Control of the illuminance of visible light (~500 lux) is crucial to achieving both high yield and high selectivity in these brominations. Mono- and difluorides can be conveniently prepared through nucleophilic substitutions of the benzylic bromides with potassium fluoride.

PROCESS FOR THE PREPARATION OF ORGANIC HALIDES

The present invention provides a halo-de-carboxylation process for the preparation of organic chlorides, organic bromides and mixtures thereof, from their corresponding carboxylic acids, using a chlorinating agent selected from trichloroisocyanuric acid (TCCA), dichloroisocyanuric acid (DCCA), or combination thereof, and a brominating agent.

PROCESS FOR THE PREPARATION OF ORGANIC BROMIDES

The present invention provides a process for the preparation of organic bromides, by a radical bromodecarboxylation of carboxylic acids with a bromoisocyanurate.

A scalable procedure for light-induced benzylic brominations in continuous flow

A continuous-flow protocol for the bromination of benzylic compounds with N-bromosuccinimide (NBS) is presented. The radical reactions were activated with a readily available household compact fluorescent lamp (CFL) using a simple flow reactor design based on transparent fluorinated ethylene polymer (FEP) tubing. All of the reactions were carried out using acetonitrile as the solvent, thus avoiding hazardous chlorinated solvents such as CCl4. For each substrate, only 1.05 equiv of NBS was necessary to fully transform the benzylic starting material into the corresponding bromide. The general character of the procedure was demonstrated by brominating a diverse set of 19 substrates containing different functional groups. Good to excellent isolated yields were obtained in all cases. The novel flow protocol can be readily scaled to multigram quantities by operating the reactor for longer time periods (throughput 30 mmol h-1), which is not easily possible in batch photochemical reactors. The bromination protocol can also be performed with equal efficiency in a larger flow reactor utilizing a more powerful lamp. For the bromination of phenylacetone as a model, a productivity of 180 mmol h -1 for the desired bromide was achieved.

Thiol-activated gem-dithiols: A new class of controllable hydrogen sulfide donors

A class of novel thiol-activated H2S donors has been developed on the basis of the gem-dithiol template. These donors release H2S in the presence of cysteine or GSH in aqueous solutions as well as in cellular environments.

Microwave-assisted benzyl mono- and dibromination in diethyl carbonate as environmentally friendly alternative to radical bromination in carbon tetrachloride

An environmentally friendly benzyl mono- and di-bromination synthetic procedure was developed that is superior to the classic carbon tetrachloride bromination procedure in both reaction time and isolated yield. This new reaction was performed in diethyl carbonate as reaction media using microwave instead of conventional heating. Both the solvent and the brominating reagent N-bromosuccinimide (prepared from succinimide obtained from the reaction mixture) are recyclable. Practically, the preparation of our target compounds was completed in less than two hours. The Royal Society of Chemistry.

Electrochemical method for the preparation of dibromomethyl, bis(bromomethyl), and bis(dibromomethyl) arenes

Electrochemical bromination of alkyl aromatic compounds by two-phase electrolysis yields the corresponding α,α-dibrominated products. The reaction has been carried out in a single-compartment electrochemical cell using aqueous sodium bromide (40-50%), containing a catalytic amount of HBr as electrolyte, and chloroform, containing an alkyl aromatic compound, as the organic phase with a Pt plate as anode at 10-15C. Two-phase electrolysis results in high yields (70-90%) of dibromomethyl, bis(bromomethyl), and bis(dibromomethyl) arenes, depending upon the charge passed.

A simple and efficient procedure for the preparation of benzal chlorides and benzal bromides

Benzal chlorides and benzal bromides were conveniently synthesized by reaction of aryl aldehydes with a Vilsmeier type reagent formed in situ by reduction of CCl4 or CBr4 in dimethylformamide (DMF) as solvent.

MECHANISMS OF FREE-RADICAL REACTIONS. XX. REACTIVITY IN THE FREE-RADICAL HALOGENATION REACTIONS OF ARYLFLUOROALKANES

The free-radical chlorination and bromination of meta- and para-substituted benzyl fluorides and 1,1-difluoro-2-phenylethane and also the chlorination of 1-fluoro-2-arylethanes by phenylchloroiodonium chloride and the bromination of meta- and para-substituted benzyl bromides were studied by the method of competing reactions.In all cases a good correlation is observed between log krel and the Brown ?+ constants.In cases where change in the reactivity in the transition from one reaction series to another is due mainly to the polar effect of the substituent whilethe selectivity is measured in relation to the polar effect direct relationships are observed between the reactivity and the selectivity.