Bicyclo(2.2.2)octa-2,5-diene-2,3-dicarbonitrile, 5,6-dimethyl-

Base Information

• Chemical Name: Bicyclo(2.2.2)octa-2,5-diene-2,3-dicarbonitrile, 5,6-dimethyl-
• CAS No.: 109364-69-4
• Molecular Formula: C₁₂H₁₂N₂
• Molecular Weight: 184.241
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID90911136
• Mol file: 109364-69-4.mol

Synonyms:109364-69-4;5,6-dimethylbicyclo[2.2.2]octa-2,5-diene-2,3-dicarbonitrile;Bicyclo(2.2.2)octa-2,5-diene-2,3-dicarbonitrile, 5,6-dimethyl-;Bicyclo[2.2.2]octa-2,5-diene-2,3-dicarbonitrile, 5,6-dimethyl-;DTXSID90911136

Chemical Property of Bicyclo(2.2.2)octa-2,5-diene-2,3-dicarbonitrile, 5,6-dimethyl-

Chemical Property:

• Vapor Pressure: 0.000266mmHg at 25°C
• Boiling Point: 323.2°Cat760mmHg
• Flash Point: 149.4°C
• PSA: 47.58000
• Density: 1.12g/cm³
• LogP: 2.70636
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 184.100048391
• Heavy Atom Count: 14
• Complexity: 405

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2CCC1C(=C2C#N)C#N)C

Technology Process of Bicyclo(2.2.2)octa-2,5-diene-2,3-dicarbonitrile, 5,6-dimethyl-

There total 6 articles about Bicyclo(2.2.2)octa-2,5-diene-2,3-dicarbonitrile, 5,6-dimethyl- 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: 93.0%

5,6-Dimethyl-bicyclo[2.2.2]octa-2,5-diene-2,3-dicarboxylic acid diamide (109364-74-1) → 2,3-dicyano-5,6-dimethylbicyclo<2.2.2>octa-2,5-diene (109364-69-4)

Guidance literature:

DOI:10.1021/ja00251a009

Reference yield:

2-methyl-2-cyclohexen-1-one (1121-18-2) → 2,3-dicyano-5,6-dimethylbicyclo<2.2.2>octa-2,5-diene (109364-69-4)

Guidance literature:

Multi-step reaction with 4 steps

1: diethyl ether

2: 1.) 150 deg C, 2.) 5 h, RT

3: 43 percent / Russell's method

4: 93 percent

In diethyl ether;

DOI:10.1021/ja00251a009

Reference yield:

5,6-dimethylbicyclo<2.2.2>octa-2,5-diene-2,3-dicarboxylic acid (109364-73-0) → 2,3-dicyano-5,6-dimethylbicyclo<2.2.2>octa-2,5-diene (109364-69-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / diethyl ether / 0.17 h

2: 43 percent / Russell's method

3: 93 percent

In diethyl ether;

DOI:10.1021/ja00251a009

upstream raw materials:

2-butynedinitrile

2,3-dimethyl-cyclohexa-1,3-diene

5,6-Dimethyl-bicyclo[2.2.2]octa-2,5-diene-2,3-dicarboxylic acid diamide

2-methyl-2-cyclohexen-1-one