2,4,5-Trimethyl-1H-imidazole

Base Information

• Chemical Name: 2,4,5-Trimethyl-1H-imidazole
• CAS No.: 822-90-2
• Molecular Formula: C6H10 N2
• Molecular Weight: 110.159
• European Community (EC) Number: 212-507-6
• UNII: R42O298O4W
• DSSTox Substance ID: DTXSID30231623
• Nikkaji Number: J195.074F
• Wikidata: Q72514082
• Mol file: 822-90-2.mol

Synonyms:2,4,5-TMI;2,4,5-trimethylimidazole

Chemical Property of 2,4,5-Trimethyl-1H-imidazole

Chemical Property:

• Vapor Pressure: 0.00332mmHg at 25°C
• Melting Point: 163℃
• Boiling Point: 292℃
• Flash Point: 150℃
• PSA: 28.68000
• Density: 1.003
• LogP: 1.33490
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 110.084398327
• Heavy Atom Count: 8
• Complexity: 82.6

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(N=C(N1)C)C

Technology Process of 2,4,5-Trimethyl-1H-imidazole

There total 11 articles about 2,4,5-Trimethyl-1H-imidazole 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%

dimethylglyoxal (431-03-8) → 2,4,5-trimethyl-1H-imidazole (822-90-2)

Guidance literature:

With ammonium formate; In N,N-dimethyl-formamide; at 85 ℃; for 1h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.6b03032

Reference yield: 76.0%

acetaldehyde (75-07-0,9002-91-9) + dimethylglyoxal (431-03-8) → 2,4,5-trimethyl-1H-imidazole (822-90-2)

Guidance literature:

With ammonium acetate; acetic acid; at 180 ℃; for 0.0833333h; microwave irradiation;

DOI:10.1021/ol049682b

Reference yield: 70.0%

2,4,5-trimethylimidazole hydrochloride (70807-89-5) → 2,4,5-trimethyl-1H-imidazole (822-90-2)

Guidance literature:

With sodium ethanolate; In ethanol; for 4h; Heating;

upstream raw materials:

2,4,5-trimethyloxazole

formamide

3-hydroxy-2-butanon

acetaldehyde

Downstream raw materials:

2-chloro-3,5,6-trimethylpyrazine

4-chloro-2,5,6-trimethylpyrimidine

5-Chlor-2,4,6-trimethylpyrimidin

1-acetyl-2,4,5-trimethylimidazole

Refernces

• 1、 Sabater, Paula,Zapata, Fabiola,Caballero, Antonio,Fernández, Israel,Ramirez De Arellano, Carmen,Molina, Pedro. "2,4,5-Trimethylimidazolium Scaffold for Anion Recognition Receptors Acting Through Charge-Assisted Aliphatic and Aromatic C-H Interactions". . p. 3790 - 3798. Retrieved 2016.
• 2、 Wright. "-". . p. 1620. Retrieved 1964.
• 3、 Ganji, Prasad,Van Leeuwen, Piet W. N. M.. "Phosphine Supported Ruthenium Nanoparticle Catalyzed Synthesis of Substituted Pyrazines and Imidazoles from α-Diketones". . p. 1768 - 1774. Retrieved 2017/02/10.