39863-23-5

Basic information

• Product Name: 2-cyanobicyclo<2.2.2>octa-2,5-diene
• Synonyms: 2-cyanobicyclo<2.2.2>octa-2,5-diene
• CAS NO: 39863-23-5
• Molecular Weight: 131.177
• Mol File: 39863-23-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-cyanobicyclo<2.2.2>octa-2,5-diene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-cyanobicyclo<2.2.2>octa-2,5-diene(39863-23-5)
• EPA Substance Registry System: 2-cyanobicyclo<2.2.2>octa-2,5-diene(39863-23-5)

Safety Data

• Hazardous Substances Data: 39863-23-5(Hazardous Substances Data)

Upstream product

• 1070-71-9 propiolonitrile 
• 1165952-91-9 cyclohexa-1,3-diene 

Downstream Products

• 74-85-1 ethene 
• 100-47-0 benzonitrile 

Relevant articles and documents

The Effect of Pressure on the Trimerization and Diels-Alder Reaction of Cyanoacetylene. Synthesis and Reactivity of 2,3,5-Tricyanobicyclohexa-2,5-diene ("Tricyano Dewar Benzene")

The trimerization of cyanoacetylene (1a) and the Diels-Alder reaction of 1a with 1,3-cyclohexadiene (2) show a powerful pressure-induced acceleration which allows the reaction temperature to be reduced from 160 deg C at 1 bar to 40 deg C at 12 kbar or from 100 deg C at 1 bar to room temperature at 7 kbar.At high pressure thermally unstable intermediates like the tricyano Dewar benzene 12 generated in the trimerization of 1a or the primary adduct 3a formed in the Diels-Alder reaction of 1a with 2 were isolated. - Key Words: Diels-Alder reactions / 1,2-Dicyano-1,3-cyclobutadiene / Dewar benzenes / High-pressure reactions