13027-48-0

Basic information

• Product Name: Benzene, 1,1'-[(1R,2R)-1,2-dibromo-1,2-ethanediyl]bis-, rel-
• CAS NO: 13027-48-0
• Molecular Formula: C14H12Br2
• Molecular Weight: 340.057
• Mol File: 13027-48-0.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-[(1R,2R)-1,2-dibromo-1,2-ethanediyl]bis-, rel-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-[(1R,2R)-1,2-dibromo-1,2-ethanediyl]bis-, rel-(13027-48-0)
• EPA Substance Registry System: Benzene, 1,1'-[(1R,2R)-1,2-dibromo-1,2-ethanediyl]bis-, rel-(13027-48-0)

Safety Data

• Hazardous Substances Data: 13027-48-0(Hazardous Substances Data)

Upstream product

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

Downstream Products

• 103-30-0 (E)-1,2-diphenyl-ethene 
• 13440-24-9 anti-1,2-dibromo-1,2-diphenylethane 
• 645-49-8 cis-stilben 
• 14447-41-7 (E)-1-bromo-1,2-diphenylethene 
• 15022-93-2 Z-α-bromostilbene 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 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 
• 1233-23-4 (E)-1-(4-methoxyphenyl)-1,2-diphenylethylene 
• 779-51-1 cis-α-methylstilbene 
• 58-72-0 Triphenylethylene 
• 1689-71-0 cis-1,2-diphenyloxirane 

Relevant articles and documents

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.

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

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.