13027-48-0

Upstream product

• 103-30-0 (E)-1,2-diphenyl-ethene 
• 645-49-8 cis-stilben 
• 39416-48-3 pyridinium hydrobromide perbromide 
• 79-15-2 N-bromoacetamide 
• 74892-78-7 threo-2-bromo-1,2-diphenylethanol 
• 618-31-5 benzylidene dibromide 
• 75-89-8 2,2,2-trifluoroethanol 
• 64-19-7 acetic acid 
• 588-59-0 stilbene 
• 15951-99-2 meso-1,2-dichloro-1,2-diphenylethane 
• 68331-59-9 (-)-(R,R)-1,2-dibromo-1,2-diphenylethane 
• 5789-30-0 (+)-(S,S)-1,2-dibromo-1,2-diphenylethane 
• 75-05-8 acetonitrile 

Downstream Products

• 103-30-0 (E)-1,2-diphenyl-ethene 
• 14447-41-7 (E)-1-bromo-1,2-diphenylethene 
• 88973-25-5 (α'-bromo-bibenzyl-α-yl)-phenyl sulfide 
• 13440-24-9 anti-1,2-dibromo-1,2-diphenylethane 
• 645-49-8 cis-stilben 
• 15022-93-2 Z-α-bromostilbene 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 134-81-6 benzil 
• 1689-71-0 cis-1,2-diphenyloxirane 
• 1439-07-2 trans-Stilbene oxide 
• 5789-30-0 (+)-(S,S)-1,2-dibromo-1,2-diphenylethane 
• 68331-59-9 (-)-(R,R)-1,2-dibromo-1,2-diphenylethane 
• 5405-28-7 meso-4,α,4',α'-tetrabromo-bibenzyl 
• 86701-21-5 trans-1,2-diphenyl-1-(4-ethylphenyl)ethene 

Relevant academic research and scientific papers

Mimicking the vanadium bromoperoxidases reactions: Mild and selective bromination of arenes and alkenes in a two-phase system

Vanadium bromoperoxidases catalyze the oxidation of bromide ion by hydrogen peroxide to a bromine-equivalent intermediate. This, in turn, brominates organic molecules. The hypothesis is made that the former reaction takes place in the hydrophilic portion of the enzyme whereas the latter proceeds in a hydrophobic one in which the brominating intermediate is rapidly transferred. We have reproduced such situation by employing a two-phase (H2O/CHCl3) system. In the aqueous acid phase H2O2 and catalytic amounts of NH4VO3 are present, together with KBr. The substrates, i.e. aromatic hydrocarbons and alkenes are dissolved in CHCl3. The bromination proceeds smoothly with stirring, at 25°C, providing high yields of the corresponding brominated products.

Stereoselectivity and Reversibility of Electrophilic Bromine Addition to Stilbenes in Chloroform: Influence of the Bromide-Tribromide-Pentabromide Equilibrium in the Counteranion of the Ionic Intermediates

Two equilibria were found in chloroform solutions of Bu4N(1+)Br(1-) and Br2, leading to tribromide and pentabromide salts.The electronic spectra and formation constants of both (K3 = 2.77 (0.13) * 104 M-1 and K5

Stereoselective halogenations of alkenes and alkynes in ionic liquids

(matrix presented) Room-temperature ionic liquids, 1-butyl-3-methylimidazolium hexafluorophosphate, 1-butyl-3-methylimidazolium tetrafluoroborate, 1-butyl-3-methylimidazolium bromide, and 1-butyl-3-methylimidazolium chloride, are used as "green" recyclabl

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.

Brominated methanes as photoresponsive molecular storage of elemental Br2

The photochemical generation of elemental Br2 from brominated methanes is reported. Br2 was generated by the vaporization of carbon oxides and HBr through oxidative photodecomposition of brominated methanes under a 20 W low-pressure mercury lamp, wherein the amount and situations of Br2 generation were photochemically controllable. Liquid CH 2Br2 can be used not only as an organic solvent but also for the photoresponsive molecular storage of Br2, which is of great technical benefit in a variety of organic syntheses and in materials science. By taking advantage of the in situ generation of Br2 from the organic solvent itself, many organobromine compounds were synthesized in high practical yields with or without the addition of a catalyst. Herein, Br2 that was generated by the photodecomposition of CH2Br2 retained its reactivity in solution to undergo essentially the same reactions as those that were carried out with solutions of Br2 dissolved in CH 2Br2 that were prepared without photoirradiation. Furthermore, HBr, which was generated during the course of the photodecomposition of CH2Br2, was also available for the substitution of the OH group for the Br group and for the preparation of the HBr salts of amines. Furthermore, the photochemical generation of Br2 from CH2Br2 was available for the area-selective photochemical bleaching of natural colored plants, such as red rose petals, wherein Br2 that was generated photochemically from CH 2Br2 was painted onto the petal to cause radical oxidations of the chromophoric anthocyanin molecules. The generation of Br 2 from brominated methanes occurred upon photoirradiation under O2. The solutions that contained elemental Br2 were useful for the synthesis of organobromine compounds and the macroscopic photochemical bleaching of colored plants. Copyright

Verification of stereospecific dyotropic racemisation of enantiopure d and l-1,2-dibromo-1,2-diphenylethane in non-polar media

The first example of a dyotropic rearrangement of an enantiomerically pure, conformationally unconstrained, vicinal dibromide confirms theoretical predictions: d and l-1,2-dibromo-1,2-diphenylethane racemise stereospecifically in refluxing benzene without crossover to the meso-isomer. An orbital analysis of this six-electron pericyclic process is presented.

Organocatalytic diastereoselective dibromination of alkenes

A highly diastereoselective pyrrolidine-promoted dibromination of alkenes by combination of NBS and succinimide is presented. The pyrrolidine-mediated dibromination of alkenes is higly anti-selective and gives the corresponding products in moderate to high yields and up to >25:1 dr.

Selective aerobic oxidative dibromination of alkenes with aqueous HBr and sodium nitrite as a catalyst

Various alkenes (internal, terminal, aryl and alkyl substituted) and 1,2-diphenylethyne were efficiently and selectively dibrominated using 2 equivalents of 48% aqueous hydrobromic acid, with air as an oxidant and sodium nitrite as a catalyst. Despite the presence of water, only trans dibromination occurred producing anti-1,2-dibromoalkanes and (E)-1,2-dibromo-1,2- diphenylethene. A comparison of resource demand, waste production and environmental, health and safety issues of the NaNO2 catalyzed aerobic bromination with molecular bromine and other oxidative bromination methods revealed that the proposed method is not only selective and effective but has a better environmental profile.

The important role of solvent vapor in an organic solid state reaction

Some organic reactions in the solid state proceeded very efficiently and selectively in the presence of a small amount of solvent vapor. The Royal Society of Chemistry 2005.

Solvolytic stereoselective debromination of vic-dibromides with HMPA

A simple and efficient procedure for the debromination of vic-dibromides has been reported with hexamethylphosphoric triamide at 155-160°C under a nitrogen atmosphere without the aid of any reagent.