2450-55-7

Basic information

• Product Name: 2,3-Diphenylfumaronitrile
• Synonyms: (E)-2,3-Diphenyl-2-butenedinitrile;(E)-α,β-Dicyanostilbene;2,3-Diphenylfumaronitrile;2,3-diphenyl-2-butenedinitrile
• CAS NO: 2450-55-7
• Molecular Formula: C₁₆H₁₀N₂
• Molecular Weight: 230.264
• Mol File: 2450-55-7.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 369.5°Cat760mmHg
• Flash Point: 170.3°C
• Appearance: /
• Density: 1.156g/cm³
• Vapor Pressure: 1.18E-05mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: 2,3-Diphenylfumaronitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-Diphenylfumaronitrile(2450-55-7)
• EPA Substance Registry System: 2,3-Diphenylfumaronitrile(2450-55-7)

Safety Data

• Hazardous Substances Data: 2450-55-7(Hazardous Substances Data)

Usage

Physical Appearance

White to light yellow solid

Solubility

Sparingly soluble in water

Uses

Organic synthesis, preparation of various organic compounds and materials

Other Uses

Reactant in research and industrial processes, building block for production of other chemical substances

Toxicity

Low toxicity, no significant hazards associated with use

InChI:InChI=1/C16H10N2/c17-11-15(13-7-3-1-4-8-13)16(12-18)14-9-5-2-6-10-14/h1-10H/b16-15+

Upstream product

• 140-29-4 phenylacetonitrile 
• 20435-05-6 phosphoric acid (phenyl)(cyano)methyl ester diethyl ester 
• 6782-80-5 pentachlorophenyllithium 
• 64-17-5 ethanol 
• 625-57-0 O-ethyl thiocarbamate 
• 5798-79-8 bromo-phenyl-acetonitrile 
• 97-96-1 2-Ethylbutyraldehyde 
• 22259-83-2 2-chloro-2-phenylacetonitrile 
• 764-42-1 1,2-Dicyanoethylene 
• 1246677-86-0 2-bromo-2-iodo-3-phenyl-2H-azirine 
• 100-52-7 benzaldehyde 
• 118-74-1 hexachlorobenzene 
• 58327-36-9 α-Bromo-α-(4-methoxyphenyl)acetonitrile 
• 932-87-6 1-Bromo-2-phenylacetylene 

Downstream Products

• 5424-86-2 2,3-diphenylsuccinonitrile 
• 2450-56-8 diphenylmaleonitrile 
• 1093998-61-8 7,8,12,13,17,18-hexaphenyl[1,2,5]selenadiazolo[3,4-b]-5,10,15,20-tetraazaporphyrin 
• 4645-35-6 2,3,7,8,12,13,17,18-octaphenyltetraazaporphyrine 
• 14640-02-9 magnesium octaphenyltetraazaporphyrin 
• 574-93-6 29H,31H-phthalocyanine 
• 243459-65-6 dibenzotetraphenyltetraazaporphyrin 
• 1093998-67-4 C₄₀H₂₄N₈ 
• 1093998-63-0 7,8,12,13,17,18-hexaphenylbenzo[b]-5,10,15,20-tetraazaporphyrin 
• 1093998-59-4 7,8,12,13,17,18-hexaphenyl[1,2,5]thiadiazolo[3,4-b]-5,10,15,20-tetraazaporphyrin 

Relevant articles and documents

Facile synthesis of substituted fumaronitriles and maleonitriles: Precursors to soluble tetraazaporphyrins

Alkynes are converted in good yield to alkyl and/or aryl substituted fumaronitriles and maleonitriles, a rish source of precursors to soluble tetraazaporphyrins.

Reaction of bromopentafluorobenzene and pentafluorophenyllithium with α-lithiated arylacetonitriles

Bromopentafluorobenzene and pentafluorophenyllithium react with α-lithiated arylacetonitriles in ether to give α-aryl-2,3,5,6-tetrafluorophenylacetonitriles and α-aryl-4-bromo-2,3,5,6-tetrafluorophenylacetonitriles, respectively. However, the reaction of bromopentafluorobenzene with α-lithiated arylacetonitriles in ether/THF affords trans-1,2-dicyanostilbenes. Mechanisms for the formation of the various products are proposed.

Elusive ethynyl azides: Trapping by 1,3-dipolar cycloaddition and decomposition to cyanocarbenes

Although they decompose rapidly to produce cyanocarbenes, ethynyl azides were generated from (chloroethynyl)arenes and trapped for the first time by 1,3-dipolar cycloaddition at cyclooctyne.

N-benzyl DABCO tribromide - Promoted oxidative coupling of benzyl cyanides: A convenient procedure for the synthesis of α, α′- dicyanostilbenes

A convenient and efficient procedure was developed for preparing α,α′-icyanostilbenes through the oxidative coupling reaction of benzyl cyanide derivatives using N-benzyl DABCO tribromide as the oxidative bromination reagent in the presence of K2CO3 as a base. Copyright Taylor & Francis Group, LLC.

Stereoselective electrocatalytic oxidative coupling of phenylacetonitriles: Facile and convenient way to trans-α,β-dicyanostilbenes

Electrolysis of phenylacetonitriles in methanol in an undivided cell in the presence of sodium halides as mediators induces a stereoselective oxidative coupling process that results in the formation of trans-α,β- dicyanostilbenes in 60-85% yield with 40-70% current efficiency. The application of this efficient stereoselective electrocatalytic method to the formation of trans-α,β-dicyanostilbenes represents an environmentally benign synthetic strategy and is valuable from the viewpoint of large-scale processes. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.