13440-24-9

Usage

Uses

Used in Chemical Research:
1,2-DIBROMO-1,2-DIPHENYLETHANE is used as a research compound for studying the reactions of ± and meso-SBr2 with 9-substituted fluorenide ions in dimethyl sulfoxide. Its unique structure allows for the investigation of various chemical interactions and transformations, contributing to the understanding of organic chemistry.
Used in Electrochemistry:
1,2-DIBROMO-1,2-DIPHENYLETHANE is used as an electrochemical substrate in acetonitrile. Its electrochemical dehalogenation provides insights into the behavior of brominated compounds under electrochemical conditions, which can be useful for developing new electrochemical processes and applications.

InChI:InChI=1/C14H12Br2/c15-13(11-7-3-1-4-8-11)14(16)12-9-5-2-6-10-12/h1-10,13-14H/t13-,14-/m1/s1

Upstream product

• 492-70-6 1,2-diphenyl-1,2-ethanediol 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 618-31-5 benzylidene dibromide 
• 75-05-8 acetonitrile 
• 67-56-1 methanol 
• 645-49-8 cis-stilben 
• 100-44-7 benzyl chloride 
• 100-51-6 benzyl alcohol 
• 588-59-0 stilbene 
• 64-19-7 acetic acid 
• 128-08-5 N-Bromosuccinimide 
• 127-08-2 potassium acetate 
• 94-36-0 dibenzoyl peroxide 

Downstream Products

• 92-52-4 biphenyl 
• 588-59-0 stilbene 
• 882-33-7 diphenyldisulfane 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 20432-10-4 (E)-1,2-dibromo-1,2-diphenylethene 
• 14447-41-7 (E)-1-bromo-1,2-diphenylethene 
• 10035-10-6 hydrogen bromide 
• 7726-95-6 bromine 
• 134-81-6 benzil 
• 106-38-7 para-bromotoluene 
• 40389-50-2 (1-bromoethene-1,2-diyl)dibenzene 
• 15951-99-2 meso-1,2-dichloro-1,2-diphenylethane 
• 5405-28-7 meso-4,α,4',α'-tetrabromo-bibenzyl 
• 501-65-5 diphenyl acetylene 

Related news

Catalysis of 1,2-DIBROMO-1,2-DIPHENYLETHANE (cas 13440-24-9) reduction on platinum and carbon felt electrodes coated by polypyrrole films containing 4,4′-bipyridinium groups08/04/2019

The catalysis of 1,2-dibromo-1,2-diphenylethane reduction on platinum and carbon felt electrodes coated by popypyrrole films containing viologen (4,4′-bipyridinium) groups has been investigated. The catalytic activities of polymeric films prepared by electropolymerization of differently substit...detailed

Relevant academic research and scientific papers

A General Method for the Dibromination of Vicinal sp3C-H Bonds Exploiting Weak Solvent-Substrate Noncovalent Interactions

A general procedure of 1,2-dibromination of vicinal sp3 C-H bonds of arylethanes using N-bromosuccinimide as the bromide reagent without an external initiator has been established. The modulation of the strength of the intermolecular noncovalent interactions between the solvent and arylethane ethanes, quantitatively evaluated via quantum chemical calculations, allows us to circumvent the fact that arylethane ethane cannot be dibrominated through traditional methods. The mechanism was explored by both experiments and quantum chemical calculations, revealing a radical chain with HAA process.

Dibrominated addition and substitution of alkenes catalyzed by Mn2(CO)10

A practical method for the dibromination of alkenes without using molecular bromine is consistently appealing in organic synthesis. Herein, we report Mn-catalyzed dibrominated addition and substitution of alkenes only with N-bromosuccinimide, producing a variety of synthetically valuable dibrominated compounds in moderate to high yields. This journal is

Electrochemical Synthesis of O-Phthalimide Oximes from α-Azido Styrenes via Radical Sequence: Generation, Addition and Recombination of Imide-N-Oxyl and Iminyl Radicals with C?O/N?O Bonds Formation

Electrochemically induced radical-initiated reaction of vinyl azides with N-hydroxyphthalimide resulting O-phthalimide oximes with challenging for organic chemistry N?O-N fragment has been discovered. The developed approach introduces in synthesis electrochemically generated O-centered imide-N-oxyl radicals as the coupling components. Sequential formation of C?O and N?O bonds was achieved via generation and selective addition of imide-N-oxyl radicals, followed by recombination with iminyl radicals. A wide range of O-phthalimide oximes was obtained with the yields up to 84percent. (Figure presented.).

A Highly Efficient Method for the Bromination of Alkenes, Alkynes and Ketones Using Dimethyl Sulfoxide and Oxalyl Bromide

The pairing of DMSO and oxalyl bromide is reported as a highly efficient brominating reagent for various alkenes, alkynes and ketones. This bromination approach demonstrates remarkable advantages, such as mild conditions, low cost, short reaction times, provides excellent yields in most cases and represents a very attractive alternative for the preparation of dibromides and α-bromoketones.

A bromo-capped diruthenium(i,i) N-heterocyclic carbene compound for in situ bromine generation with NBS: Catalytic olefin aziridination reactions

A bromo-capped metal-metal bonded diruthenium(i,i) complex Ru2(CO)4(PIN)2Br2 (1) (PIN = 1-isopropyl-3-(5,7-dimethyl-1,8-naphthyrid-2-yl)imidazol-2-ylidene) generates bromine with N-bromosuccinimide (NBS) at room temperature. Cycloalkene and stilbene are readily brominated by stoichiometric reactions with 1 and NBS. An analysis of the dibrominated products suggests the formation of cyclic bromonium intermediates indicating in situ Br2 generation. Complex 2, an iodide analogue of 1, is also synthesized. The reaction of 2 with N-iodosuccinimide releases I2, which is confirmed by the starch-iodine test. The catalytic utility of 1 is examined for the bromination of phenol. Catalyst 1, in combination with NBS and base, exhibits regioselectivity towards monobrominated products. Furthermore, efficient olefin aziridination is demonstrated utilizing catalyst 1 in the presence of NBS, K2CO3 and TsNH2.

Mild and Efficient Vicinal Dibromination of Olefins Mediated by Aqueous Ammonium Fluoride

A mild and efficient vicinal dibromination of olefins has been developed by using saturated aqueous ammonium fluoride solution as the promoter. Inexpensive and commercially available N -bromosuccinimide (NBS) was used as the brominating reagent. The corresponding vicinal dibromoalkanes could be obtained in good to excellent yields.

Electrochemical bromination of cyclic and acyclic enes using biphasic electrolysis

A simple method of electrochemical bromination of a series of cyclic and acyclic enes (styrene and substituted styrenes, stilbene, indene, and cyclooctene) in a biphasic water-chloroform mixture mediated by bromide/bromine redox system is reported. Aqueous 25% NaBr/H2SO4 is used as the electrolyte. Regio- and stereoselective dibromination of enes is achieved. Moderate to excellent yields of the product (83-98%) is obtained depending on the substrate. Electrolyte reuse has also been demonstrated successfully using HBr in the dibromination of styrene.

Bromination of olefins with HBr and DMSO

A simple and inexpensive methodology is reported for the conversion of alkenes to 1,2-dibromo alkanes via oxidative bromination using HBr paired with dimethyl sulfoxide, which serves as the oxidant as well as cosolvent. The substrate scope includes 21 olefins brominated in good to excellent yields. Three of six styrene derivatives yielded bromohydrins under the reaction conditions.

An optimised procedure for PTFE phase vanishing reactions: An improved reaction design and the use of reagents adsorbed on silica

While the phase-vanishing (PV)-PTFE reaction design works well with a broad range of substrates and reaction conditions, there are occasional problems. A description of the problems and their importance, including their effects on the reaction outcome and ways to address them, are discussed. Details of an improved design, a hybrid of previously reported PV-PTFE and solvent-free PV-PTFE designs, is presented, as well as the use of silica-supported reagents.

Visible-light photoredox catalysis enabled bromination of phenols and alkenes

A mild and efficient methodology for the bromination of phenols and alkenes has been developed utilizing visible light-induced photoredox catalysis. The bromine was generated in situ from the oxidation of Br- by Ru(bpy)33+, both of which resulted from the oxidative quenching process.