bicyclo[2.2.2]octa-2,5-diene-2,3-dicarbonitrile

Base Information

• Chemical Name: bicyclo[2.2.2]octa-2,5-diene-2,3-dicarbonitrile
• CAS No.: 19005-04-0
• Molecular Formula: C10H8N2
• Molecular Weight: 156.187
• Mol file: 19005-04-0.mol

Synonyms:

Chemical Property of bicyclo[2.2.2]octa-2,5-diene-2,3-dicarbonitrile

Chemical Property:

• Vapor Pressure: 0.000714mmHg at 25°C
• Melting Point: 105 °C(Solv: methanol (67-56-1))
• Boiling Point: 307.7°Cat760mmHg
• Flash Point: 147.8°C
• PSA: 47.58000
• Density: 1.18g/cm³
• LogP: 1.92616

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of bicyclo[2.2.2]octa-2,5-diene-2,3-dicarbonitrile

There total 5 articles about bicyclo[2.2.2]octa-2,5-diene-2,3-dicarbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

2-butynedinitrile (1071-98-3) + cyclohexa-1,3-diene (1165952-91-9) → bicyclo[2.2.2]octa-2,5-diene-2,3-dicarbonitrile (19005-04-0)

Guidance literature:

In chloroform; at 20 ℃; for 24h;

DOI:10.3987/com-07-s(w)75

Reference yield:

cyclohexa-1,3-diene (1165952-91-9) + bicyclo<2.2.1>hepta-2,5-diene-2,3-dicarbonitrile (825-24-1) → quinoline (91-22-5) + anti-1,4,4a,5,8,8a-hexahydro-1,4-ethano-5,8-methanonaphthalene-4a,8a-dicarbonitrile (108587-02-6,108647-01-4) + bicyclo<2.2.2>oct-2-ene-2,3-dicarbonitrile (19005-04-0) + syn-1,4,4a,5,8,8a-hexahydro-1,4-ethano-5,8-methanonaphthalene-4a,8a-dicarbonitrile

Guidance literature:

With hydroquinone; at 120 ℃; for 40h; Further byproducts given;

Reference yield:

C10H9BrN2 → bicyclo[2.2.2]octa-2,5-diene-2,3-dicarbonitrile (19005-04-0)

Guidance literature:

With triethylamine; In chloroform; at 80 ℃; for 2h;

DOI:10.1142/S1088424619501165

upstream raw materials:

2-butynedinitrile

cyclohexa-1,3-diene

bicyclo<2.2.1>hepta-2,5-diene-2,3-dicarbonitrile

Downstream raw materials:

2,3-Dicyan-bicyclo<2.2.2>octen-(2)

Refernces

• 1、 Akiyama, Taiji,Hirao, Atsuko,Okujima, Tetsuo,Yamada, Hiroko,Uno, Hidemitsu,Ono, Noboru. "Synthesis of phthalocyanine fused with bicyclo[2.2.2]octadienes and thermal conversion into naphthalocyanine". . p. 835 - 842. Retrieved 2007.