6,6-Dimethyl-2,4-dioxo-3-azabicyclo[3.1.0]hexane-1,5-dicarbonitrile

Base Information

• Chemical Name: 6,6-Dimethyl-2,4-dioxo-3-azabicyclo[3.1.0]hexane-1,5-dicarbonitrile
• CAS No.: 5512-95-8
• Molecular Formula: C9H7N3O2
• Molecular Weight: 189.173
• European Community (EC) Number: 654-730-5
• NSC Number: 63461
• DSSTox Substance ID: DTXSID20289759
• ChEMBL ID: CHEMBL2137784
• Mol file: 5512-95-8.mol

Synonyms:6,6-dimethyl-2,4-dioxo-3-azabicyclo[3.1.0]hexane-1,5-dicarbonitrile;MLS002693433;5512-95-8;NSC63461;NCIOpen2_000128;CHEMBL2137784;DTXSID20289759;HMS3079L22;NSC-63461;STK523681;AKOS005454511;SMR001559388;6,6-DIMETHYL-2,4-DIOXO-3-AZA-BICYCLO(3.1.0)HEXANE-1,5-DICARBONITRILE

Chemical Property of 6,6-Dimethyl-2,4-dioxo-3-azabicyclo[3.1.0]hexane-1,5-dicarbonitrile

Chemical Property:

• Vapor Pressure: 1.56E-09mmHg at 25°C
• Boiling Point: 484.3°Cat760mmHg
• Flash Point: 246.7°C
• Density: 1.44g/cm³
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 189.053826475
• Heavy Atom Count: 14
• Complexity: 433

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2(C1(C(=O)NC2=O)C#N)C#N)C

Technology Process of 6,6-Dimethyl-2,4-dioxo-3-azabicyclo[3.1.0]hexane-1,5-dicarbonitrile

There total 4 articles about 6,6-Dimethyl-2,4-dioxo-3-azabicyclo[3.1.0]hexane-1,5-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:

3,5-dibromo-4,4-dimethyl-2,6-dioxo-piperidine-3,5-dicarbonitrile (58329-41-2) → 6,6-dimethyl-2,4-dioxo-3-aza-bicyclo[3.1.0]hexane-1,5-dicarbonitrile (5512-95-8)

Guidance literature:

With acetic acid;

Reference yield:

3,3-dimethylcyclopropane-1,1,2,2-tetracarbonitrile (13017-67-9) → 6,6-dimethyl-2,4-dioxo-3-aza-bicyclo[3.1.0]hexane-1,5-dicarbonitrile (5512-95-8)

Guidance literature:

With alkaline aqueous KOBr;

Reference yield:

3-(R,S),5-(R,S)-3,5-dicyano-4,4-dimethyl-2,6-dioxopiperidine (61193-04-2) + 3,5-dibromo-4,4-dimethyl-2,6-dioxo-piperidine-3,5-dicarbonitrile (58329-41-2) → 6,6-dimethyl-2,4-dioxo-3-aza-bicyclo[3.1.0]hexane-1,5-dicarbonitrile (5512-95-8)

Guidance literature:

With acetic acid;

upstream raw materials:

3-(R,S),5-(R,S)-3,5-dicyano-4,4-dimethyl-2,6-dioxopiperidine

3,5-dibromo-4,4-dimethyl-2,6-dioxo-piperidine-3,5-dicarbonitrile

3,3-dimethylcyclopropane-1,1,2,2-tetracarbonitrile

Downstream raw materials:

2,4-Dioxo-5-carboxamido-6,6-dimethyl-3-azabicyclo<3.1.0>hexan-1-carbonsaeure

1,3-dicyano-2,2-dimethyl-cyclopropanecarboxylic acid

terebic acid

2,4-Dioxo-6,6-dimethyl-3-azabicyclo<3.1.0>hexan-1,5-dicarbonsaeure