1H-Imidazole-1-carbonitrile

Base Information

• Chemical Name: 1H-Imidazole-1-carbonitrile
• CAS No.: 36289-36-8
• Molecular Formula: C4H3N3
• Molecular Weight: 93.0879
• Hs Code.: 2933290090
• European Community (EC) Number: 688-371-0
• UNII: S26K6QWG5X
• DSSTox Substance ID: DTXSID40189828
• Nikkaji Number: J815.884C
• Wikidata: Q27288478
• Mol file: 36289-36-8.mol

Synonyms:1-cyanoimidazole;N-cyanoimidazole

Chemical Property of 1H-Imidazole-1-carbonitrile

Chemical Property:

• Appearance/Colour: White Crystalline Solid
• Vapor Pressure: 0.134mmHg at 25°C
• Melting Point: 59.5-60.5 °C
• Refractive Index: 1.597
• Boiling Point: 217.3 °C at 760 mmHg
• PKA: 0.98±0.10(Predicted)
• Flash Point: 85.2 °C
• PSA: 41.61000
• Density: 1.16 g/cm³
• LogP: 0.21228
• Storage Temp.: Amber Vial, -86°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 93.032697108
• Heavy Atom Count: 7
• Complexity: 101

Purity/Quality:

99% ^*data from raw suppliers

1-Cyanoimidazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(C=N1)C#N
• Uses: It has been examined as a ligand and as a pseudo-cyanide.

Technology Process of 1H-Imidazole-1-carbonitrile

There total 6 articles about 1H-Imidazole-1-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: 85.0%

1H-imidazole (288-32-4) + bromocyane (506-68-3) → N-cyanoimidazole (36289-36-8)

Guidance literature:

In benzene; Heating;

Reference yield:

1H-imidazole (288-32-4) + sodium cyanide (773837-37-9) → N-cyanoimidazole (36289-36-8) + di(1H-imidazol-1-yl)methanimine (104619-51-4)

Guidance literature:

With sodium hypochlorite; In water-d2; at 20 ℃; pH=7;

DOI:10.1039/c7cc08489g

Reference yield:

tetrazolo[1,5-a]pyrazine (13349-87-6) → N-cyanoimidazole (36289-36-8) + (2-isocyanovinyl)carbodiimide

Guidance literature:

In various solvent(s); at -266.16 ℃; for 0.75h; Product distribution; Photolysis;

DOI:10.1021/jo0256991

upstream raw materials:

1H-imidazole

bromocyane

tetrazolo[1,5-a]pyrazine

tetrazolo[1,5-c]-pyrimidine

Downstream raw materials:

di(1H-imidazol-1-yl)methanimine

imidazole-1-carboximidic acid isopropyl ester

imidazole-1-carboximidic acid ethyl ester

imidazole-1-carboximidic acid propyl ester

Refernces

• 1、 Yi, Ruiqin,Hongo, Yayoi,Fahrenbach, Albert C.. "Synthesis of imidazole-activated ribonucleotides using cyanogen chloride". supporting information. p. 511 - 514. Retrieved 2018/01/19.
• 2、 Bech, Allan T.,Flammang, Robert,Pedersen, Carl Th.,Wong, Ming Wah,Wentrup, Curt. "Alkoxy isothiocyanates, RO-N=C=S". . p. 1869 - 1873. Retrieved 2007/10/03.