4(5)-CYANOMETHYLIMIDAZOLE

Base Information

• Chemical Name: 4(5)-CYANOMETHYLIMIDAZOLE
• CAS No.: 18502-05-1
• Molecular Formula: C5H5N3
• Molecular Weight: 107.115
• Hs Code.: 29332900
• Mol file: 18502-05-1.mol

Synonyms:1H-Imidazole-4-acetonitrile(9CI);Imidazole-4-acetonitrile (6CI,7CI,8CI);(1H-Imidazol-4-yl)acetonitrile;(1H-Imidazol-5-yl)acetonitrile;4(5)-(Cyanomethyl)imidazole;4-(Cyanomethyl)imidazole;4-Cyanomethyl-1H-imidazole;5-(Cyanomethyl)imidazole;Imidazol-4-ylacetonitrile;

Chemical Property of 4(5)-CYANOMETHYLIMIDAZOLE

Chemical Property:

• Vapor Pressure: 2.1E-06mmHg at 25°C
• Melting Point: 142 °C
• Refractive Index: 1.561
• Boiling Point: 393.6 °C at 760 mmHg
• PKA: 12.58±0.10(Predicted)
• Flash Point: 132.1 °C
• PSA: 52.47000
• Density: 1.228 g/cm³
• LogP: 0.47578
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Insoluble in water.

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(1H-Imidazol-4-yl)acetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-22-36/37/38-25
• Safety Statements: 22-36/37/39-45-36/37-26

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (4-Imidazolyl)acetonitrile is used to produce 2-(1H-imidazol-4-yl)-3-phenyl-acrylonitrile at ambient temperature.

Technology Process of 4(5)-CYANOMETHYLIMIDAZOLE

There total 16 articles about 4(5)-CYANOMETHYLIMIDAZOLE 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: 84.0%

L-histidine (71-00-1) → 4-cyanomethylimidazole (18502-05-1) + 5-((3H-diazirin-3-yl)methyl)-1H-imidazole

Guidance literature:

With [bis(acetoxy)iodo]benzene; ammonia; In methanol; at 0 ℃; for 2h; Temperature; Reagent/catalyst;

DOI:10.1021/jacs.9b07035

Reference yield: 82.0%

2-(imidazol-4-yl)ethanamide (135200-62-3) → 4-cyanomethylimidazole (18502-05-1)

Guidance literature:

at 320 ℃; for 1h; Temperature;

Reference yield: 70.0%

histidine hydrochloride (6459-59-2) → 4-cyanomethylimidazole (18502-05-1)

Guidance literature:

With sodium hypochlorite; In water; at 10 - 20 ℃; for 21h;

DOI:10.1021/ol047895v

upstream raw materials:

chloroamine-T

D,L-histidine

(αS)-<α-(2)H>histidine

L-histidine

Downstream raw materials:

1-Methyl-5-cyanomethyl-imidazol

1-Methyl-4-cyanomethyl-imidazol

histamine

2-(1H-imidazol-4-yl)acetic acid

Refernces

• 1、 Colell, Johannes F. P.,Franck, Xavier,Glachet, Thomas,Marzag, Hamid,Reboul, Vincent,Saraiva Rosa, Nathalie,Theis, Thomas,Warren, Warren S.,Zhang, Guannan. "Iodonitrene in Action: Direct Transformation of Amino Acids into Terminal Diazirines and 15N2-Diazirines and Their Application as Hyperpolarized Markers". . . Retrieved 2019/09/06.
• 2、 -. "Corresponding amine nitrile and method of manufacturing thereof". . . Retrieved 2018/05/07.