13286-95-8

Basic information

• Product Name: meso-1,2-dinitro-1,2-diphenylethane
• Synonyms: meso-1,2-dinitro-1,2-diphenylethane
• CAS NO: 13286-95-8
• Molecular Weight: 272.26
• Mol File: 13286-95-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: meso-1,2-dinitro-1,2-diphenylethane(CAS DataBase Reference)
• NIST Chemistry Reference: meso-1,2-dinitro-1,2-diphenylethane(13286-95-8)
• EPA Substance Registry System: meso-1,2-dinitro-1,2-diphenylethane(13286-95-8)

Safety Data

• Hazardous Substances Data: 13286-95-8(Hazardous Substances Data)

Upstream product

• 645-49-8 cis-stilben 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 60-29-7 diethyl ether 
• 10544-72-6 dinitrogen tetraoxide 
• 12321-46-9 phenylnitromethane sodium salt 
• 13440-25-0 (+/-)-1,2-dinitro-1,2-diphenylethane 
• 776-74-9 Bromodiphenylmethane 

Downstream Products

• 22020-72-0 triphenylizoxazole 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 1215-07-2 (E)-(1-nitroethene-1,2-diyl)dibenzene 
• 15341-31-8 ((Z)-(1-nitroethene-1,2-diyl)dibenzene) 
• 15341-31-8 α-nitro-stilbene 

Relevant articles and documents

UNSYMMETRICAL CONNECTIVE OLEFINATION BY KORNBLUM NITRO-SYNTHESIS : APPLICATIONS IN PHYTUBERIN CHEMISTRY

Kornblum unsymmetrical olefin synthesis employing radical-anion chain crossed-coupling (light catalysed) of a mono- and a gem-di-nitro-compound, followed by reductive NO2 removal, is examined in the context of a hindered olefin structure required for phytuberin synthesis.Whilst successful for a tetrasubstituted olefin model (for which a Witting approach failed), increasing substitution on the β-position of the mono-nitro component supressed the coupling reaction, presumably for steric reasons.An alternative coupling involving a bromonitrocyclohexane and a mononitroacetal caused symmetrical coupling of the mononitro-component in high yield, rather than a crossed reaction.Reductive elimination (using Na2S/DMF) from either rac.- or meso- 1,2-dinitro-1,2-diphenylethane leads to (E)-stilbene 98percent (E) > probably through a stabilised radical or anion.A convenient preparation of triphenylisoxazoline-N-oxide is reported.