5439-39-4

Basic information

• Product Name: CINNAMALMALONONITRILE
• Synonyms: CINNAMALMALONONITRILE
• CAS NO: 5439-39-4
• Molecular Formula: C₁₂H₈N₂
• Molecular Weight: 180.21
• Mol File: 5439-39-4.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 358°Cat760mmHg
• Flash Point: 173.4°C
• Appearance: /
• Density: 1.125g/cm³
• Vapor Pressure: 2.63E-05mmHg at 25°C
• Refractive Index: 1.613
• CAS DataBase Reference: CINNAMALMALONONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: CINNAMALMALONONITRILE(5439-39-4)
• EPA Substance Registry System: CINNAMALMALONONITRILE(5439-39-4)

Safety Data

• Hazardous Substances Data: 5439-39-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 29, p. 2261, 1988 DOI: 10.1016/S0040-4039(00)86727-1

InChI:InChI=1/C12H8N2/c13-9-12(10-14)8-4-7-11-5-2-1-3-6-11/h1-8H/b7-4+

Upstream product

• 14371-10-9 (E)-3-phenylpropenal 
• 141-52-6 sodium ethanolate 
• 109-77-3 malononitrile 
• 104-54-1 3-Phenylpropenol 
• 4407-36-7 (2E)-3-phenyl-2-propen-1-ol 

Downstream Products

• 489434-09-5 2,2,3,3-Tetramethoxy-4-((E)-styryl)-cyclobutane-1,1-dicarbonitrile 
• 489433-99-0 2,2,3,3-Tetraethoxy-4-((E)-styryl)-cyclobutane-1,1-dicarbonitrile 
• 21448-10-2 1,5-Diphenyl-2,2-dicyan-penten-⁽⁴⁾ 
• 21447-92-7 1-Phenyl-4,4-dicyan-hexen-⁽¹⁾-on-⁽⁵⁾ 
• 60983-57-5 3-Cyano-4-styrylcyclobut-3-en-1,2-dion 
• 60982-89-0 3,3,4,4-Tetramethoxy-2-((E)-styryl)-cyclobut-1-enecarbonitrile 
• 1221564-19-7 4-[2-amino-3-cyano-4-styryl-5-oxo-5,6,7,8-tetrahydroquinolin-1(4H)-yl]benzenesulfonamide 
• 1203809-98-6 2-amino-7,7-dimethyl-5-oxo-4-styryl-1-(3,4,5-trimethoxyphenyl)-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile 
• 1234708-22-5 4-[2-amino-3-cyano-4-styryl-5,6,7,8-tetrahydroquinolin-1(4H)-yl]benzenesulfonamide 
• 1247808-92-9 C₁₆H₁₄N₂O 
• 1353554-10-5 2-amino-5-oxo-4-styryl-1-(3,4,5-trimethoxyphenyl)-1,4,5,6,7,8-hexahydroquinoline-3-carbonitrile 

Relevant articles and documents

Confinement Self-Assembly of Metal-Organic Cages within Mesoporous Carbon for One-Pot Sequential Reactions

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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.

Fluorous bispidine: A bifunctional reagent for copper-catalyzed oxidation and knoevenagel condensation reactions in water

Fluorous bispidine-type ligands have been developed to facilitate its recovery and reusability and to demonstrate its bifunctional property as a ligand and base in copper-catalyzed aerobic oxidation, the Knoevenagel condensation and tandem oxidation/Knoevenagel condensation in water under mild conditions. Application of the fluorous ligand was also extended to the surfactant-free copper-catalyzed allylic and benzylic sp3 C-H oxidation reaction in water. The fluorous ligands could be recovered using F-SPE with recovery ranging from 91-97% and could be reused five times with little loss of activity.