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| | 2-Ethyl-4-methylimidazole Basic information |
| | 2-Ethyl-4-methylimidazole Chemical Properties |
| Melting point | 47-54 °C (lit.) | | Boiling point | 292-295 °C (lit.) | | density | 0.975 g/mL at 25 °C (lit.) | | vapor pressure | 0.028Pa at 20℃ | | refractive index | n20/D 1.5(lit.) | | Fp | 280 °F | | storage temp. | Inert atmosphere,Room Temperature | | pka | 15.32±0.10(Predicted) | | form | powder to lump to clear liquid | | Specific Gravity | 0.975 | | color | White or Colorless to Yellow to Orange | | Water Solubility | 210 g/L (20 ºC) | | BRN | 1711 | | Henry's Law Constant | 2.8×102 mol/(m3Pa) at 25℃, Du et al. (2017) | | InChI | 1S/C6H10N2/c1-3-6-7-4-5(2)8-6/h4H,3H2,1-2H3,(H,7,8) | | InChIKey | ULKLGIFJWFIQFF-UHFFFAOYSA-N | | SMILES | CCc1nc(C)c[nH]1 | | LogP | 1.13 at 25℃ | | CAS DataBase Reference | 931-36-2(CAS DataBase Reference) | | NIST Chemistry Reference | 1H-Imidazole, 2-ethyl-4-methyl-(931-36-2) | | EPA Substance Registry System | 2-Ethyl-4-methylimidazole (931-36-2) |
| Hazard Codes | Xn,Xi | | Risk Statements | 22-41 | | Safety Statements | 26-39 | | WGK Germany | 2 | | RTECS | NI6147500 | | F | 10 | | Hazard Note | Irritant/Harmful | | TSCA | TSCA listed | | HS Code | 29339900 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Dam. 1 |
| | 2-Ethyl-4-methylimidazole Usage And Synthesis |
| Chemical Properties | clear yellow viscous liquid after melting | | Uses | Curing epoxy-resin systems. | | Uses | 2-Ethyl-4-methylimidazole can be used as a:
- cross-linker for epoxy resins to synthesize network polymers with improved thermal resistance and physical properties.
- curing agent for polysiloxane episulfide resin (PSER).
- catalyst to promote curing of blends of hyperbranched aromatic epoxy polymer and bisphenol F diglycidyl ether.
| | Definition | ChEBI: 5K8XI641G3 is a member of imidazoles. | | Application | 2-Ethyl-4-methylimidazole is an important synthetic intermediate. It is used as an intermediate in pharmaceuticals, agrochemicals, dyes, textile auxiliaries, pigments and other organic chemicals. It can be used as a basic ingredient in other active ingredients, as a catalyst in chemical reactions, and in the curing of epoxy resins. | | Preparation | 2-Ethyl-4-methylimidazole was prepared as follows: diamine and propionitrile have a cyclization reaction sequentially at the temperature of 80-110 °C and 120-140 °C under the catalysis of a catalyst; a product after the cyclization reaction has a dehydrogenation reaction through raney nickel at the temperature of 170-200 °C, and 2-ethyl-4-methylimidazole is obtained. | | Flammability and Explosibility | Non flammable | | Synthesis | Dehydrogenation reaction: 550 g of 2-ethyl-4-methylimidazole dihydrochloride was placed in a three-necked flask fitted with an electric stirring device. Preparation of Ruanne nickel catalyst: 22 g of Ruanne nickel was added to 60 mL of 20 wt% potassium hydroxide aqueous solution and stirred for 15 min, followed by washing with pure water and ethanol. The prepared nickel ruanne catalyst was added to the reaction system. The reaction system was heated in an oil bath, the temperature was controlled to 190°C, and the reaction was continuously stirred for 3.5 hours. Upon completion of the reaction, the reaction solution was left to clarify, and the upper layer of clarified liquid was separated and removed. The residue was diluted with a small amount of toluene and filtered to remove the Nguyenay Ni catalyst. The filtrates were combined and vacuum distilled. Fractions with boiling points of 150-160°C/10 mmHg were collected to give 488 g of 2-ethyl-4-methylimidazole in 90.4% yield. The product was analyzed by gas chromatography and the purity was greater than 97%. | | References | [1] Patent: CN105367499, 2016, A. Location in patent: Paragraph 0019; 0029; 0031; 0032; 0033 |
| | 2-Ethyl-4-methylimidazole Preparation Products And Raw materials |
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