Pyrazine-2,3,5,6-tetracarbonitrile

Base Information

• Chemical Name: Pyrazine-2,3,5,6-tetracarbonitrile
• CAS No.: 33420-37-0
• Molecular Formula: C8N6
• Molecular Weight: 180.13
• Hs Code.: 2933990090
• NSC Number: 174509
• DSSTox Substance ID: DTXSID30306163
• Nikkaji Number: J685.681K
• Wikidata: Q72503354
• Mol file: 33420-37-0.mol

Synonyms:pyrazine-2,3,5,6-tetracarbonitrile;33420-37-0;Pyrazinetetracarbonitrile;tetracyanopyrazine;2,3,5,6-PYRAZINETETRACARBONITRILE;NSC174509;DTXSID30306163;VOHLAVUPSKBRPU-UHFFFAOYSA-N;MFCD00196886;AKOS006345274;NSC-174509;BS-49399;CS-0187618;FT-0743821;D97395

Chemical Property of Pyrazine-2,3,5,6-tetracarbonitrile

Chemical Property:

• Vapor Pressure: 1.2E-09mmHg at 25°C
• Melting Point: 274-276℃
• Refractive Index: 1.62
• Boiling Point: 487.3 °C at 760 mmHg
• PKA: -16.19±0.10(Predicted)
• Flash Point: 152.9 °C
• PSA: 120.94000
• Density: 1.55 g/cm³
• LogP: -0.03668
• XLogP3: 0
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 180.01844403
• Heavy Atom Count: 14
• Complexity: 334

Purity/Quality:

98%min ^*data from raw suppliers

Pyrazinetetracarbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(#N)C1=C(N=C(C(=N1)C#N)C#N)C#N

Technology Process of Pyrazine-2,3,5,6-tetracarbonitrile

There total 2 articles about Pyrazine-2,3,5,6-tetracarbonitrile 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: 69.0%

diiminosuccinonitrile (28321-79-1) + 2,3-diaminomaleonitrile (18514-52-8) → pyrazine-2,3,5,6-tetracarbonitrile (33420-37-0)

Guidance literature:

With trifluoroacetic acid;

DOI:10.1134/S1070363209120214

Reference yield:

→ pyrazine-2,3,5,6-tetracarbonitrile (33420-37-0)

Guidance literature:

Diiminosuccinonitril (DISN), Diaminomaleonitril (DAMN), CF3COOH;

DOI:10.1021/jo00923a016

Reference yield:

pyrazine-2,3,5,6-tetracarbonitrile (33420-37-0) → 6-[p-(dimethylamino)phenyl]-2,3,5-pyrazinetricarbonitrile (60033-71-8)

Guidance literature:

In (2S)-N-methyl-1-phenylpropan-2-amine hydrate; dimethyl sulfoxide; N,N-dimethyl-aniline;

upstream raw materials:

diiminosuccinonitrile

2,3-diaminomaleonitrile

Downstream raw materials:

6-[4-(N-methyl-anilino)-phenyl]-pyrazine-2,3,5-tricarbonitrile

6-[p-(dimethylamino)phenyl]-2,3,5-pyrazinetricarbonitrile

Refernces

• 1、 Belozerova, Yu. I.,Efimova,Korzhenevskii,Koifman. "Synthesis and spectral properties of octacyanopyrazinoporphyrazine and its metallocomplexes". experimental part. p. 2678 - 2684. Retrieved 2010/06/14.