5789-30-0

Basic information

• Product Name: 1,2-DIBROMO-1,2-DIPHENYLETHANE
• Synonyms: TIMTEC-BB SBB008899;STILBENE DIBROMIDE;LABOTEST-BB LT00159599;A,A'-DIBROMOBIBENZYL;1,2-DIBROMO-1,2-DIPHENYLETHANE;(1,2-Dibromo-2-phenylethyl)benzene;1,1'-(1,2-dibromo-1,2-ethanediyl)bisbenzene;1,1’-(1,2-dibromo-1,2-ethanediyl)bis-benzen
• CAS NO: 5789-30-0
• Molecular Formula: C₁₄H₁₂Br₂
• Molecular Weight: 340.05
• EINECS: 227-324-7
• Mol File: 5789-30-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 235-241 °C
• Boiling Point: 324℃
• Flash Point: 173℃
• Appearance: White to light yellow-orange/Powder
• Density: 1.613
• Refractive Index: 1.6300 (estimate)
• CAS DataBase Reference: 1,2-DIBROMO-1,2-DIPHENYLETHANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DIBROMO-1,2-DIPHENYLETHANE(5789-30-0)
• EPA Substance Registry System: 1,2-DIBROMO-1,2-DIPHENYLETHANE(5789-30-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25
• RIDADR: 3335
• Hazardous Substances Data: 5789-30-0(Hazardous Substances Data)

Usage

Chemical Properties

white to light yellow-orange powder

InChI:InChI=1/C16H13FN4OS/c17-12-8-6-11(7-9-12)10-14-20-21-16(23-14)19-15(22)18-13-4-2-1-3-5-13/h1-9H,10H2,(H2,18,19,21,22)

Upstream product

• 103-30-0 (E)-1,2-diphenyl-ethene 
• 75-05-8 acetonitrile 
• 13027-48-0 rac-1,2-dibromo-1,2-diphenylethane 

Downstream Products

• 103-30-0 (E)-1,2-diphenyl-ethene 
• 14447-41-7 (E)-1-bromo-1,2-diphenylethene 
• 13027-48-0 rac-1,2-dibromo-1,2-diphenylethane 
• 645-49-8 cis-stilben 

Relevant articles and documents

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.

Bromination of Alkenes in Acetonitrile. A Rate and Product Study

The reaction of simple alkenes and aryl alkenes with molecular bromine in damp MeCN occurred with solvent incorporation to give 2-bromo-1-(N-acetylamino)alkanes, 2-methyloxazolines, 2-acetoxyalkylamine hydrobromides, and 2-(N-acetylamino) alcohols.These products arose by the transformation of initially formed 2-bromo-1-(N-acetylamino)alkanes obtained by MeCN attack on bromonium or bromocarbonium ions to give nitrilium tribromide salts.These reacted with water to give 2-bromo-1-(N-acetylamino)alkanes.The kinetic profile of the reaction showed a very fast initial reaction of the alkene and Br2 to yield the nitrilium tribromide, followed by a much slower reaction of Br3(1-) with the alkene.The incorporation of MeCN was Markovnikov and stereospecifically anti.The degree to which incorporation of solvent occurred depended upon the alkene structure and the initial reagent concentrations.A rationalization for the observed chemoselectivity and its dependence on the reaction conditions is offered.