1,2-Dimethylimidazole

Base Information

• Chemical Name: 1,2-Dimethylimidazole
• CAS No.: 1739-84-0
• Deprecated CAS: 204854-16-0,226992-37-6,259222-76-9,1821216-04-9,263899-38-3,2611300-60-6,226992-37-6,259222-76-9
• Molecular Formula: C5H8N2
• Molecular Weight: 96.1319
• Hs Code.: 29332990
• European Community (EC) Number: 217-101-2
• NSC Number: 111174
• UNII: Q41BC3GRJB
• DSSTox Substance ID: DTXSID2061939
• Nikkaji Number: J132.800J
• Wikidata: Q27286970
• Mol file: 1739-84-0.mol

Synonyms:1,2-dimethylimidazole

Chemical Property of 1,2-Dimethylimidazole

Chemical Property:

• Appearance/Colour: colorless to yellow low melting mass
• Vapor Pressure: 1 mm Hg ( 20 °C)
• Melting Point: 37-39 °C(lit.)
• Refractive Index: 1.518
• Boiling Point: 206 °C at 760 mmHg
• PKA: 7.76±0.25(Predicted)
• Flash Point: 73 °C
• PSA: 17.82000
• Density: 0.98 g/cm³
• LogP: 0.72850
• Storage Temp.: Store below +30°C.
• Water Solubility.: Soluble in water.
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 96.068748264
• Heavy Atom Count: 7
• Complexity: 63.1

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dimethylimidazole 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-38-41
• Safety Statements: 24-26-2

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Imidazoles
• Canonical SMILES: CC1=NC=CN1C
• Uses: 1,2-Dimethylimidazole is used in the synthesis of 1,2-dimethyl-3-n-butylimidazoliumchloride and 1,2-dimethyl-3-n-propylimidazolium chloride. It also can be used in the synthesis of 1-(2-methoxyethyl)-2,3-dimethylimidazolium chloride and hexafluorophosphate salts. 1,2-Dimethylimidazole was used in the synthesis of 1,2-dimethyl-3-n-butylimidazoliumchloride and 1,2-dimethyl-3-n-propylimidazolium chloride. It was also used in the synthesis of 1-(2-methoxyethyl)-2,3-dimethylimidazolium chloride and hexafluorophosphate salts.

Technology Process of 1,2-Dimethylimidazole

There total 38 articles about 1,2-Dimethylimidazole 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: 92.5%

methanol (67-56-1) + 2-methylimidazole (693-98-1) → 1,2-dimethyl-1H-imidazole (1739-84-0)

Guidance literature:

H-Y zeolite; at 299.9 ℃;

DOI:10.1039/c39950000009

Reference yield: 85.1%

Glyoxal (131543-46-9,107-22-2) + acetaldehyde (75-07-0,9002-91-9) + methylamine (74-89-5) → 1-methyl-1H-imidazole (616-47-7) + 1,2-dimethyl-1H-imidazole (1739-84-0) + 2-methylimidazole (693-98-1)

Guidance literature:

With ammonium hydroxide; In water; at 25 - 70 ℃; under 225023 Torr; Pressure; Temperature;

Reference yield: 85.0%

2-methylimidazole (693-98-1) + carbonic acid dimethyl ester (616-38-6) → 1,2-dimethyl-1H-imidazole (1739-84-0)

Guidance literature:

With 18-crown-6 ether; potassium carbonate; at 100 ℃; for 8h;

DOI:10.1055/s-1986-31642

upstream raw materials:

4-chloro-1,2-dimethyl-1H-imidazole

2-chloromethyl-1-methylimidazole

5-chloro-2-chloromethyl-1-methyl-1H-imidazole

2-methylimidazole

Downstream raw materials:

1,2,3-trimethylimidazolium iodide

1,2-dimethyl-4-nitro-1H-imidazole

dimetridazole

(1,2-dimethyl-1H-imidazol-5-yl)methanol

Refernces

Synthesis of Aryl ω-(1-Methyl-5-imidazolyl and 1H-5-Tetrazolyl)alkyl Ketones [1]

10.1002/jhet.5570350116

The research focuses on the synthesis of aryl o-(1-methyl-5-imidazolyl and 1H-5-tetrazolyl)alkyl ketones, which are complex organic compounds with potential applications in medicinal chemistry. The study outlines various approaches to synthesize these ketones, including the use of lithiation-substitution reactions, Claisen-Schmidt condensations, and the van Leusen synthesis of imidazoles. The purpose of the research was to develop efficient methods for the preparation of these compounds, which involve intricate steps such as lithiation of imidazoles, substitution with various reagents, and hydrolysis of protective groups. The conclusions of the research detail the successful synthesis of the target ketones, along with the challenges encountered in the process, such as the instability of certain intermediates and the complexity of the synthetic pathways. Chemicals used in the process include 1-methylimidazole, 1,2-dimethylimidazole, α-iodoalkyl ketals, 2,4-dichlorophenyl and 4-chlorophenyl ketones, as well as various protecting groups and reagents for the lithiation and substitution reactions.