clear colorless to slightly yellow liquid
2-Ethyl-3-methylpyrazine has a strong, raw-potato, roasted, earthy odor.
Reported found in bakery products, roasted barley, coffee, peanuts, filberts, potato products, soy products,
roasted and fried chicken, beef, pork, beer, rum, cocoa, coffee, tea, malt, shrimp and crayfish.
2-Ethyl-3-methylpyrazine is used in preparation of Chinese chestnut pyrolyzate and their application to e-cigarette.
By condensation of ethylenediamine with 2,3-pentanedione.
ChEBI: 2-Ethyl-3-methylpyrazine, 9CI is a member of pyrazines.
Detection: 2 ppm (130 ppb in water)
Taste characteristics at 10 ppm: nutty, peanut, musty corn-like with raw and oily nuances.
Moderately toxic by ingestion.
Flammability and Explosibility
Not classified
Moderately toxic by
ingestion. When heated to decomposition it
emits acrid smoke and irritating fumes.
2,3-Pentanedione, ethylenediamine and anhydrous ethanol were mixed in a three-necked flask at -5 to 3°C in a mass ratio of 1:1.1:70 and the reaction was stirred for 7 hours. After completion of the reaction, the system was slowly warmed to room temperature and stirring was continued for 3 hours. Subsequently, the temperature was raised to 65-70°C and refluxed for 4 hours. After the reaction mixture was cooled to 30-40 °C, xylene and potassium hydroxide catalyst was added to a three-necked flask, where the mass ratio of 2,3-pentanedione, potassium hydroxide to xylene was 1:0.8:2.8. Heating was continued to 65-70 °C and refluxed for 5 h. The reaction mixture was then cooled to room temperature and stirred for 7 h. The reaction mixture was then cooled to room temperature and stirred for 4 h. After the reaction was completed, it was cooled to room temperature and subjected to filtration. The filtrate was distilled at atmospheric pressure and the resulting concentrate was extracted with saturated brine solution, the organic phases were combined and dried with anhydrous sodium sulfate. The dried organic phase was filtered and subjected to atmospheric pressure distillation to collect the 55-60 °C/1.33 kPa fraction to give 2-ethyl-3-methylpyrazine in more than 93.5% product yield.
[1] Patent: CN107556250, 2018, A. Location in patent: Paragraph 0024; 0029; 0035; 0041; 0049; 0053