Aziridine-2-carbonitrile

Base Information

• Chemical Name: Aziridine-2-carbonitrile
• CAS No.: 33898-53-2
• Molecular Formula: C3H4N2
• Molecular Weight: 68.0782
• Hs Code.: 2933990090
• European Community (EC) Number: 251-725-6
• DSSTox Substance ID: DTXSID00955485
• Nikkaji Number: J88.892C
• ChEMBL ID: CHEMBL177264
• Mol file: 33898-53-2.mol

Synonyms:Aziridine-2-carbonitrile;2-Aziridinecarbonitrile;33898-53-2;2-Cyanoaziridine;EINECS 251-725-6;2-cyano-aziridine;CHEMBL177264;DTXSID00955485;AKOS003587355;AKOS024255827

Chemical Property of Aziridine-2-carbonitrile

Chemical Property:

• Vapor Pressure: 0.761mmHg at 25°C
• Refractive Index: 1.484
• Boiling Point: 183.7 °C at 760 mmHg
• Flash Point: 64.9 °C
• PSA: 45.73000
• Density: 1.11 g/cm³
• LogP: -0.18942
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 68.037448136
• Heavy Atom Count: 5
• Complexity: 78.1

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(N1)C#N

Technology Process of Aziridine-2-carbonitrile

There total 6 articles about Aziridine-2-carbonitrile 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: 30.0%

2,3-dibromopropionitrile (4554-16-9) → 2-cyanoaziridine (33898-53-2)

Guidance literature:

With ammonia; triethylamine;

DOI:10.1002/hlca.19900730525

Reference yield:

azirene (157-17-5) + hydrogen cyanide (74-90-8) → 2-cyanoaziridine (33898-53-2)

Guidance literature:

In acetonitrile; 1) 2 h, -50 - (-30) deg C 2) to -20 deg C, 1.5 h 3) -15 deg C, overnight;

DOI:10.1002/hlca.19900730524

Reference yield:

2-aminoprop-2-enenitrile (69245-10-9) → hydrogen cyanide (74-90-8) + 2-Amino-2-methylmalonodinitril (79680-97-0) + 2-cyanoaziridine (33898-53-2) + acetonitrile (75-05-8,26809-02-9)

Guidance literature:

In acetonitrile; at 30 - 40 ℃; for 8h; Mechanism; Product distribution; Irradiation; other solvents;

DOI:10.1002/hlca.19900730524

upstream raw materials:

azirene

hydrogen cyanide

2,3-dibromopropionitrile

2-aminoprop-2-enenitrile

Downstream raw materials:

methyl isocyanate

N-(methylimino)acetonitrile

acetonitrile

iminodiacetonitrile

Refernces

• 1、 Iyengar, Bhashyam S.,Dorr, Robert T.,Alberts, David S.,Hersh, Evan M.,Salmon, Sydney E.,Remers, William A.. "Novel antitumor 2-cyanoaziridine-1-carboxamides". . p. 510 - 514. Retrieved 2007/10/03.
• 2、 Drenkard,Ferris,Eschenmoser. "Chemistry of alpha-aminonitriles. Aziridine-2-carbonitrile: photochemical formation from 2-aminopropenenitrile". . p. 1373 - 1390. Retrieved 2007/10/02.