5447-87-0

Basic information

• Product Name: 2-(1-PHENYLETHYLIDENE)MALONONITRILE
• Synonyms: AURORA KA-6233;2-(1-PHENYLETHYLIDENE)MALONONITRILE;(α-Methylbenzylidene)malononitrile;1-Phenylethylidenepropanedinitrile;2-(α-Methylbenzylidene)malononitrile;2-Phenyl-1-propene-1,1-dicarbonitrile;α-Cyano-β-phenylcrotononitrile;α-Methylbenzylidenemalononitrile
• CAS NO: 5447-87-0
• Molecular Formula: C₁₁H₈N₂
• Molecular Weight: 168.19
• Mol File: 5447-87-0.mol
• Article Data: 12

Chemical Properties

• Melting Point: 94-96°C
• Boiling Point: 286.8°Cat760mmHg
• Flash Point: 127.8°C
• Appearance: /
• Density: 1.096g/cm³
• Vapor Pressure: 0.00259mmHg at 25°C
• Refractive Index: 1.561
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 2-(1-PHENYLETHYLIDENE)MALONONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1-PHENYLETHYLIDENE)MALONONITRILE(5447-87-0)
• EPA Substance Registry System: 2-(1-PHENYLETHYLIDENE)MALONONITRILE(5447-87-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 5447-87-0(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 4, p. 955, 1963 DOI: 10.1039/jr9630005127

InChI:InChI=1/C11H8N2/c1-9(11(7-12)8-13)10-5-3-2-4-6-10/h2-6H,1H3

Upstream product

• 131534-24-2 2-amino-4-methyl-4,6-diphenyl-4H-pyran-3,5-dicarbonitrile 
• 98-85-1 1-Phenylethanol 
• 100-41-4 ethylbenzene 
• 100-52-7 benzaldehyde 
• 109-77-3 malononitrile 
• 98-86-2 acetophenone 
• 4341-85-9 malonitrile 
• 29621-69-0 2-(1-phenylethyl)propanedinitrile 
• 4651-78-9 2-bromo-1-phenylethylidenemalononitrile 

Downstream Products

• 21447-89-2 1.3-Diphenyl-2.2-dicyan-butanon-⁽¹⁾ 
• 131534-24-2 2-amino-4-methyl-4,6-diphenyl-4H-pyran-3,5-dicarbonitrile 
• 622785-57-3 ((Z)-(3S,4S)-5,5-Dicyano-4-methyl-3,4-diphenyl-pent-1-enyl)-(4-methoxy-phenyl)-carbamic acid tert-butyl ester 
• 4651-73-4 2-amino-4-phenylthiophene-3-carbonitrile 
• 10432-39-0 2-(1-phenylpropylidene)malononitrile 
• 35684-73-2 (Z)-2-Methyl-3-phenylbut-2-enenitrile 
• 35684-72-1 trans-α,β-dimethylcinnamonitrile 
• 36865-91-5 3-Cyano-2-methyl-2-phenylsuccinonitrile 
• 60989-54-0 2-Oxo-4,6-diphenyl-2H-pyran-3-carbonitrile 
• 344403-17-4 2-Methyl-2-(1-phenylvinyl)propanedinitrile 
• 112766-30-0 Methyl 4,4-dicyano-3-phenylbut-3-enoate 

Relevant articles and documents

Mechanistic studies on the reduction of 2-bromo-1-phenylethylidenemalononitrile by NADH models BNAH and AcrH2

Reduction of 2-bromo-1-phenylethylidenemalononitrile (BPM) by coenzyme NADH models BNPAH and AcrH2 to give 2-phenyl-1, 1-cyclopropanedicarbonitrile (PCN) and 1-phenylethylidenemalononitrile (PM), respectively, was rationalized in terms of a dir

One-pot oxidant-free dehydrogenation-Knoevenagel tandem reaction catalyzed by a recyclable magnetic base-metal bifunctional catalyst

A new base-metal bifunctional catalyst NH-Pd(0)@MNP was prepared via a facile procedure and fully characterized. The as-prepared catalyst was used as an efficient relay catalyst for the one-pot oxidant-free dehydrogenation-Knoevenagel condensation tandem reaction from benzyl alcohol in H2O under mild conditions and generated benzalmalononitriles with yield up to 96%. Meanwhile, the catalyst could be easily recovered from the reaction system by an external magnetic field, and is reusable with little loss of activity up to 6 runs (5%).

Tungstate-loaded triazine-based magnetic poly(Bis-imidazolium ionic liquid): An effective bi-functional catalyst for tandem selective oxidation/Knoevenagel condensation in water

A novel bi-functional polymeric catalyst was synthesized by immobilization of tungstate anions onto the nitrogen rich poly(ionic liquid)/magnetic nanocomposite. The resulting catalyst has two types of catalytic sites: (i) immobilized WO4 anions with bis-imidazolium ionic liquid cation for selective oxidation of alcohols and (ii) basic amine groups for Knoevenagel condensation between produced aldehyde and malononitrile. Due to the polymeric nature of the catalyst, large amounts of tungstate and basic nitrogen groups were presented on the solid surface which led to a decrease in the applied catalyst mass for catalytic reaction. High catalytic activity and excellent selectivity of catalyst in water medium make this protocol a green way for production of fine chemicals.