22031-58-9

Basic information

• Product Name: (2E)-3-cyclohex-1-en-1-ylprop-2-enenitrile
• CAS NO: 22031-58-9
• Molecular Formula: C₉H₁₁N
• Molecular Weight: 133.1903
• Mol File: 22031-58-9.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 254.7°C at 760 mmHg
• Flash Point: 107.9°C
• Density: 1.048g/cm³
• Vapor Pressure: 0.017mmHg at 25°C
• Refractive Index: 1.591
• CAS DataBase Reference: (2E)-3-cyclohex-1-en-1-ylprop-2-enenitrile(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-cyclohex-1-en-1-ylprop-2-enenitrile(22031-58-9)
• EPA Substance Registry System: (2E)-3-cyclohex-1-en-1-ylprop-2-enenitrile(22031-58-9)

Safety Data

• Hazardous Substances Data: 22031-58-9(Hazardous Substances Data)

Upstream product

• 931-49-7 1-ethenylcyclohexene 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 107-13-1 acrylonitrile 
• 141091-37-4 2-(cyclohex-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Ruthenium-Catalyzed Oxidative Cross-Coupling Reaction of Activated Olefins with Vinyl Boronates for the Synthesis of (E, E)-1,3-Dienes

An oxidative cross-coupling reaction between activated olefins and vinyl boronate derivatives has been developed for the highly stereoselective construction of synthetically useful (E,E)-1,3-dienes. The highlight of this reaction is that exclusive stereoselectivity (only E,E-isomer) was achieved from a base-free, ligand-free, and mild catalytic condition with a less expensive [RuCl2(p-cymene)]2 catalyst.

Rh-Catalyzed Anti-Markovnikov Hydrocyanation of Terminal Alkynes

We report the first highly stereo- and regioselective hydrocyanation of terminal alkynes to furnish E-configured alkenyl nitriles. Acrylonitriles can be accessed on gram scale with broad substrate scope and functional group tolerance. The hydrocyanation reaction employs acetone cyanohydrin as a practical alternative to HCN gas.