2,6-Dimethylpyrazine

2,6-Dimethylpyrazine Basic information
Description Reference
Product Name:2,6-Dimethylpyrazine
Synonyms:2,6-dimethyl-pyrazin;2,6-dimethylpyrazine,balance2,5-isomer;3,5-Dimethylpyrazine;FEMA NUMBER 3273;2,6-DIMETHYLPYRAZINE;2,6-DIMETHYL PARADIAZINE;2,6-DIMETHYL-1,4-DIAZINE;2 6-DIMETHYLPYRAZINE 98+% FCC
CAS:108-50-9
MF:C6H8N2
MW:108.14
EINECS:203-589-4
Product Categories:Building Blocks;Heterocyclic Building Blocks;Alphabetical Listings;C-D;Flavors and Fragrances;Mono- & Polyalkylpyrazines;pyrazine Flavor;Building Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Pharmaceutical Raw Materials;Pyrazine;Heterocyclic Compounds;Pyrazines
Mol File:108-50-9.mol
2,6-Dimethylpyrazine Structure
2,6-Dimethylpyrazine Chemical Properties
Melting point 35-40 °C(lit.)
Boiling point 154 °C(lit.)
density 0.965(50.0000℃)
refractive index 1.5000
FEMA 3273 | 2,6-DIMETHYLPYRAZINE
Fp 127 °F
storage temp. -20°C
solubility Chloroform, Methanol (Slightly)
pka2.49±0.10(Predicted)
form Low Melting Crystalline Solid
color Pale yellow
PH7 (H2O, 20℃)
Odorat 10.00 % in dipropylene glycol. ethereal cocoa nutty roasted roasted meaty beefy brown coffee buttermilk
Odor Typechocolate
Water Solubility Soluble in water.
JECFA Number767
BRN 1726
LogP0.64
CAS DataBase Reference108-50-9(CAS DataBase Reference)
NIST Chemistry ReferencePyrazine, 2,6-dimethyl-(108-50-9)
EPA Substance Registry SystemPyrazine, 2,6-dimethyl- (108-50-9)
Safety Information
Hazard Codes Xn,F
Risk Statements 10-22-37/38-41-11
Safety Statements 16-26-39
RIDADR UN 1325 4.1/PG 2
WGK Germany 3
RTECS UQ2975000
TSCA Yes
HazardClass 4.1
PackingGroup III
HS Code 29339990
MSDS Information
ProviderLanguage
2,6-Dimethyl-1,4-diazine English
SigmaAldrich English
ACROS English
ALFA English
2,6-Dimethylpyrazine Usage And Synthesis
Description2,6-Dimethylpyrazine is one of alkylpyrazines. It occurs naturally in cocoa products, coffee, dairy products, meat, peanuts, pecans, filberts, potato products, rum and whisky, soy products. It is used as a flavoring agent in foods such as cereals and products such as cigarettes.
ReferenceGlovanni Fenaroli, Fenaroli's Handbook of Flavor Ingredients, 1975, ISBN 0-87819-533-5
Chemical Properties2,6-Dimethylpyrazine has a nutty, coffee-like odor.
Chemical PropertiesPALE YELLOW LOW MELTING CRYSTALLINE SOLID
OccurrenceReported found in cocoa products, coffee, diary products, peanuts, pecans, filberts, potato products, rum, whiskey, soy products, tomato puree, baked potato, cooked beef and chicken, mushroom, roasted barley, roasted pecan, tea, and Virginia tobacco; reported found in grilled beef; also a volatile flavor component of potato chips. Also reported found in cheeses, tamarind, coriander seed and corn tortilla
Uses2,6-Dimethylpyrazine is used Preparation of chocolate, coffee, meat and nuts and other flavors
PreparationBy condensation of 1,2-diaminopropane, followed by column chromatography to separate the 2,6-methylpyrazine from the 2,5-dimethylpyrazine.
DefinitionChEBI: 2,6-Dimethylpyrazine is a member of pyrazines.
Aroma threshold valuesDetection: 400 to 1500 ppb. Aroma characteristics at 1.0%: musty, cocoa powdery, tobacco, dry leaf tea, earthy mushroom cap and potato-like, meaty, roasted peanut shell, and coffee.
Taste threshold valuesTaste characteristics at 5.0 ppm: musty and earthy, nutty peanut shell, cocoa powdery, earthy coffee, yeasty, woody, milk roasted peanut.
2,6-Dimethylpyrazine Preparation Products And Raw materials
Raw materials1,2-Diaminopropane-->2,5-Dimethyl pyrazine
Preparation Products2,6-Dimethylpiperazine-->3,5-DIMETHYL-2-ETHYLPYRAZINE-->Pyrimidine, 2,4-dimethyl- (6CI,7CI,8CI,9CI)-->3,6-Dimethyl Pyridazine
TETRA-2-PYRIDINYLPYRAZINE 2-AMINO-4-HYDROXYPTERIDINE-6-CARBOXYLIC ACID 6-METHYLPTERINE AKOS 90143 Dacthal DIMETHYLPYRAZINE Trimethyl-pyrazine 2-METHYLTHIO-3,5-METHYLPYRAZINE TRANS-2,5-DIMETHYLPYRAZINE 3-Ethyl-2,5-diMethylpyrazine 5-ACETOXYMETHYL-2-AMINO-3-CYANOPYRAZINE 2-ISOBUTYL-3,5(6)-DIMETHYLPYRAZINE,2-ISOBUTYL-3,5-(AND 3,6)-DIMETHYLPYRAZINE ethenyl-dimethylpyrazine,2-ethenyl-3,5-dimethylpyrazine 3-AMINO-6-(CHLOROMETHYL)-2-PYRAZINECARBONITRILE 4-OXIDE 2,3-DIAMIDOXIMO-5,6-DIMETHYLPYRAZINE Sulfachoropyrazine sodium 3-CHLORO-2,6-DIMETHYLPYRAZINE 2-butyl-3,5-dimethylpyrazine

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