35849-08-2

Usage

Structure

A derivative of benzene with two bromine atoms and a dibromomethyl group attached to the aromatic ring.

Usage

a. Building block in organic synthesis
b. Production of pharmaceuticals and agrochemicals
c. Intermediate in manufacturing dyes, polymers, and fine chemicals
d. Potential applications in organic electronics and materials science

Reactivity

Unique chemical structure and reactivity

Safety

Flammable and may pose health hazards upon exposure

Precaution

Handle with caution due to flammability and potential health risks

Upstream product

• 95-46-5 2-methylphenyl bromide 
• 6630-33-7 ortho-bromobenzaldehyde 
• 108-88-3 toluene 

Downstream Products

• 35849-09-3 o-bromobenzaldehyde dimethyl acetal 
• 6630-33-7 ortho-bromobenzaldehyde 
• 56667-12-0 (E)-2,2'-dibromostilbene 
• 5411-56-3 1-(2-bromophenyl)ethanol 
• 71095-20-0 2-amino-1-(2-bromophenyl)ethan-1-ol 
• 2142-69-0 2-bromophenyl methyl ketone 

Relevant academic research and scientific papers

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.

Photothermal Side-Chain Bromination of Methyl-, Dimethyl-, and Trimethylbenzenes with N-Bromosuccinimide

Tri- and dibromination of methyl-, dimethyl-, and trimethylbenzenes with N-bromosuccinimide were accomplished by photothermal reaction with a tungsten lamp in carbon tetrachloride or benzene. (Dibromomethyl)arenes and (tribromomethyl) derivatives were produced depending upon a solvent used and a substituent on the benzene ring.In the bromination of methylbenzenes without a substituent on the ortho-position, (tribromomethyl)benzenes were formed.On the other hand, ortho-substituted methylbenzenes gave (dibromomethyl)benzenes. α,β-Dibromo-1,2-diarylstilbenes were formed via the debrominative carbon-carbon coupling reaction of ...

THE BROMINATION OF METHYLARENES WITH NBS BY IRRADIATION USING A TUNGSTEN LAMP. PREPARATION OF BENZOTRIBROMIDES

Bromination of toluene and its meta- and para-substituted derivatives with NBS by irradiation using a tungsten lamp gave benzotribromides and cis- and trans-1,2-dibromo-1,2-diaryl-ethylenes, while ortho-substituted toluenes gave benzal bromides. o-Xylene gave tetra- and pentabromides and m-xylene afforded a mixture of dibromodiarylethylenes.