618-31-5

Usage

Uses

1. Used in Chemical Synthesis:
BENZAL BROMIDE is used as a chemical intermediate for the synthesis of various organic compounds. Its ability to undergo polymerization and copolycondensation reactions makes it a valuable component in the production of poly(phenylmethylene)s and other related polymers.
2. Used in Pharmaceutical Industry:
BENZAL BROMIDE is used as a reagent in the pharmaceutical industry for the synthesis of various drugs and drug candidates. Its versatile chemical properties allow it to be employed in the development of new medications and therapeutic agents.
3. Used in Research and Development:
BENZAL BROMIDE is used as a research compound in academic and industrial laboratories. Its unique chemical properties and reactivity make it an interesting subject for studying various chemical reactions and mechanisms, contributing to the advancement of scientific knowledge in the field of organic chemistry.
4. Used in Material Science:
BENZAL BROMIDE can be used in the development of new materials with specific properties, such as polymers with tailored characteristics for various applications. Its ability to participate in polymerization and copolycondensation reactions makes it a potential candidate for the creation of novel materials with improved performance.

InChI:InChI=1/C7H6Br2/c8-7(9)6-4-2-1-3-5-6/h1-5,7H

Upstream product

• 558-13-4 carbon tetrabromide 
• 100-39-0 benzyl bromide 
• 100-52-7 benzaldehyde 
• 100-44-7 benzyl chloride 
• 108-88-3 toluene 
• 100-46-9 benzylamine 
• 5616-55-7 2-phenyl-1,3-dithiane 
• 2489-03-4 tribromomethylbenzene 
• 87598-29-6 3-oxa-8,8-dibromotricyclo<5.1.0.0^{2, 4}>octane 
• 6425-27-0 α,α-dibromodiphenylmethane 
• 62037-06-3 1-chloro-4-(dibromomethyl)benzene 
• 58046-88-1 2,2-dibromo-2-ethoxy-4,5-benzo-1,3,2-dioxaphospholane 
• 67013-54-1 o-chlorobenzal bromide 
• 1079-65-8 Bromodiphenylphosphin 

Downstream Products

• 4920-72-3 1-bromo-1-phenyl-2,2,3,3-tetramethylcyclopropane 
• 58133-27-0 1-Brom-1-phenyl-1-penten 
• 40795-03-7 3,5-dimethyl-2-phenyl-oxazolidine 
• 147749-67-5 2-bromo-3-methyl-1-phenylbutan-1-one 
• 68423-23-4 1-Brom-1-phenylspiropentan 
• 4921-01-1 1-bromo-1-phenyl-2,2-dimethylcyclopropane 
• 33735-95-4 9-[bromo-(phenyl)methylene]-9H-fluorene 
• 645-49-8 cis-stilben 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 585-71-7 (1-bromoethyl)benzne 
• 29539-19-3 (Z)?1?benzylidene?1,3?dihydroisobenzofuran 
• 141196-30-7 9-phenylbicyclo<6.1.0>nonane 
• 127141-20-2 (Z)?1?benzylidene?5,6?dimethoxy?1,3?dihydroisobenzofuran 
• 103-82-2 phenylacetic acid 

Relevant academic research and scientific papers

Alkyl Halides via Visible Light Mediated Dehalogenation

Net selective bromination and chlorination of activated C-H bonds can be effected in generally high yield via a simple perhalogenation/dehalogenation sequence. The photochemical reductions require no photocatalyst, relying instead on the formation of an electron donor-acceptor complex of the substrate and reductant, or alternatively autophotocatalysis. Some reactions proceed despite any apparent photon absorption, serving as a cautionary tale for other photochemical reactions involving amines. Mechanistic experiments provide an explanation for this observation.

Photochemical benzylic bromination in continuous flow using BrCCl3 and its application to telescoped p-methoxybenzyl protection

BrCCl3 represents a rarely used benzylic brominating reagent with complementary reactivity to other reagents. Its reactivity has been revisited in continuous flow, revealing compatibility with electron-rich aromatic substrates. This has brought about the development of a p-methoxybenzyl bromide generator for PMB protection, which was successfully demonstrated on a pharmaceutically relevant intermediate on 11 g scale, giving 91% yield and a PMB-Br space-time-yield of 1.27 kg L?1 h?1

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.

Copper-Catalyzed Double C(sp3)-Si Coupling of Geminal Dibromides: Ionic-to-Radical Switch in the Reaction Mechanism

A method for converting geminal dibromides into 1,1-disilylated alkanes is reported. The reaction is promoted by a copper(I) catalyst generated in situ from CuBr·SMe2 as a precatalyst and 4,4′-di-tert-butyl-2,2′-bipyridine (dtbpy) as a ligand. A Si-B reagent is used as the silicon pronucleophile. It is shown that the two C(sp3)-Si bond-forming events differ in mechanism, with the first being ionic and the second being radical.

A Traceless Tether Strategy for Achieving Formal Intermolecular Hexadehydro-Diels-Alder Reactions

A synthetic strategy formally equivalent to an intermolecular hexadehydro-Diels-Alder (HDDA) reaction is described. Sulfur-based linkers were designed and constructed by joining terminal alkynes or diynes using alkyne thiolate chemistry. The resulting tetraynes and triynes successfully underwent HDDA cyclization and benzyne trapping. Linker removal by reductive desulfurization was uneventful. The strategy was also found suitable for the tetradehydro-Diels-Alder (TDDA) reaction.

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.

Method for preparing trans-diphenylethylene compound

The invention relates to a preparation method of organic compounds and provides a method for preparing a trans-diphenylethylene compound. The method comprises adding a gem-dibromomethyl aromatic hydrocarbon compound, copper and polyamine into a reactor in the presence of a solvent, carrying out deoxidizing treatment, adding an oxygen-free water-free solvent into the reactor, carrying out a coupling reaction process to obtain C-C- double bonds, and carrying out separation and purification to obtain the trans-diphenylethylene compound. The method has mild synthesis conditions and has good reaction compatibility to different functional groups. The gem-dibromomethyl aromatic hydrocarbon compound as a raw material is easy to synthesize, may have different substituent groups and has a variable structure. The product obtained by coupling a raw material can be simply treated and has high purity. The asymmetric trans-diphenylethylene compound can be prepared from two different raw materials.

E-Stilbene derivatives synthesized by stereoselective reductive coupling of benzylic gem-dibromide promoted by Cu/polyamine

Stereoselective reductive coupling reaction of benzylic gem-dibromide promoted by Cu/polyamine produces E-stilbene derivatives with high yield under mild conditions. It provides a short pathway to synthesize symmetrical and asymmetrical E-stilbene derivatives using cheap reagents and alkenyl-free starting material together with easy workup.

Development of an indicator for the direct visualization of radical intermediates in organic reactions

A color-indicator based on a derivative of rhodamine amide was developed for the detection of radical intermediates in organic reactions. This derivative showed sensitive color changes for various radical intermediates initiated by chemical reagents or UV

Method for preparing benzyl bromide

The invention provides a method for preparing benzyl bromide. The method comprises the following steps: by taking bromine released from a redox reaction between bromates and negative bromide ions in the presence of an acid as a bromine source in an organic solvent, carrying out a benzyl radical substitution reaction with a methylbenzene compound shown as a formula I under initiation of an initiator, thereby obtaining a corresponding benzyl bromide compound shown a formula II, wherein in the formula II, m represents the number of Br and is equal to 1 or 2; when m is equal to 1, the formula II shows a benzyl monobromo compound; and when m is equal to 2, the formula II shows a benzyl dibromo compound. The reaction is carried out in an organic solvent, the initiator is combined and used, the radical substitution reaction is high in selectivity and wide in substrate application range, the substituent group replacing methylbenzene may be an electron-withdrawing group or an electron-donating group and can give extremely high yield on strong electron-donating groups (such as methoxy group). Moreover, the method disclosed by the invention is also applicable to preparation of benzyl dibromo compounds, and the product yield is high.