2-methyl pyrazine

2-methylpyrazine

CAS: 109-08-0 C5 H6 N2 MW: 94.11682000 nutty nutty

Identification

Name2-methyl pyrazine
IUPAC2-methylpyrazine
CAS Number109-08-0
EINECS203-645-8
FDA UNIIRVC6500U9C
Molecular FormulaC5 H6 N2
Molecular Weight94.11682000
MDL NumberMFCD00006142
Nikkaji NumberJ1.501F
Beilstein0105778
CoE Number2270
XlogP30.20 (est)

Regulatory

JECFA Food Flavoring761 2-methylpyrazine
DG SANTE Food Flavourings14.027 2-methylpyrazine
FEMA Number3309
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)109-08-0 ; 2-METHYLPYRAZINE

Physical Properties

Appearance colorless to pale yellow clear liquid (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed Yes
Specific Gravity 1.01000 to 1.03000 @ 25.00 °C., 1.00700 to 1.03300 @ 25.00 °C.
Pounds per Gallon - (est). 8.404 to 8.571
Pounds per Gallon - est. 8.379 to 8.596
Refractive Index 1.50400 to 1.50600 @ 20.00 °C., 1.50100 to 1.50900 @ 20.00 °C.
Melting Point -29.00 °C. @ 760.00 mm Hg
Boiling Point 135.00 °C. @ 761.00 mm Hg, 136.00 to 137.00 °C. @ 760.00 mm Hg
Vapor Pressure 9.690000 mmHg @ 25.00 °C. (est)
Vapor Density 3.2 ( Air = 1 )
Flash Point 122.00 °F. TCC ( 50.00 °C. )
logP (o/w) 0.210
Soluble in alcohol

Organoleptic Properties

Odor Description
at 1.00 % in dipropylene glycol.
Nutty, brown, nut skin, musty, pyrazine and earthy with a slight roasted nuance
A nutty, cocoa, roasted meat aroma
nutty/roasted, peanut/chocolate, roast chicken
Roast, Coffee, Stir-fry eathnut
Nutty, cocoa, roasted, green. Powerful
Taste Description
at 75.00 ppm.
nutty
nutty

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral Toxicitygavage-rat LD50 1800 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
Recommendation for 2-methyl pyrazine usage levels up to0.1000 % in the fragrance concentrate.
Maximised Survey-derived Daily Intakes (MSDI-EU)17.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)7.00 (μg/capita/day)
Structure ClassII
baked goods-
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy-
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

FL almond toasted almond FL bread FR butter FR chocolate FL chocolate cocoa FR coffee FR green FL meat roasted meat FL peanut butter FL potato

Natural Occurrence

almond roasted almond almond seed asparagus beef PMC bread white bread PMC chicken PMC coffee PMC fenugreek seed fish PMC guava fruit hazelnut kohlrabi stem lamb PMC lavender oil spike spain @ 0.074% Data macadamia PMC papaya fruit peanut pork PMC potato chip PMC rice rice cakes PbMd PMC seafood PMC shrimp PMC tea black tea tea green tea tea leaf tomato

Synonyms

methyl pyrazine methyl pyrazine 2- methyl pyrazine FCC 2- methyl-1,4-diazine (±)-2- methylpiperazine 2- methylpyrazine pyrazine, 2- methyl pyrazine, 2-methyl- PubMed: Headspace-solid phase microextraction-gas chromatography-tandem mass spectrometry (HS-SPME-GC-MS2) method for the determination of pyrazines in perilla seed oils: impact of roasting on the pyrazines in perilla seed oils. PubMed: Synthesis, structures and magnetic properties of Fe(II) and Co(II) thiocyanato coordination compounds: on the importance of the diamagnetic counterparts for structure determination. PubMed: Determination of the alkylpyrazine composition of coffee using stable isotope dilution-gas chromatography-mass spectrometry (SIDA-GC-MS). PubMed: Convenient synthesis of stable deuterium-labeled alkylpyrazines for use in stable isotope dilution assays. PubMed: Volatile profiling of high quality hazelnuts (Corylus avellana L.): chemical indices of roasting. PubMed: Characterization of cocoa liquors by GC-MS and LC-MS/MS: focus on alkylpyrazines and flavanols. PubMed: Short communication: Evidence for methylglyoxal-mediated browning of Parmesan cheese during low temperature storage. PubMed: Synthesis, crystal structure, spectroscopic investigations, thermal behavior and DFT calculations of pentacarbonyl(2-methylpyrazine)chromium(0). PubMed: Analysis of volatile organic compounds released from human lung cancer cells and from the urine of tumor-bearing mice. PubMed: Changes in volatile compound composition of Antrodia camphorata during solid state fermentation. PubMed: Tuning the surface composition of novel metal vanadates and its effect on the catalytic performance. PubMed: Similar odorants elicit different behavioral and physiological responses, some supersustained. PubMed: Dynamics of odorant binding to thin aqueous films of rat-OBP3. PubMed: Crystal transformation and host molecular motions in CO2 adsorption process of a metal benzoate pyrazine (M(II) = Rh, Cu). PubMed: Coffee aroma--statistical analysis of compositional data. PubMed: Syntheses, structures, and photoluminescence of a series of silver(I) sulfonates with pyrazine derivatives. PubMed: A binuclear Cu(II) metallacycle capable of discerning between pyrazine and its different methyl-substituted derivatives based on reversible intracage metal-ligand binding. PubMed: Scaled quantum chemical calculations and FTIR, FT-Raman spectral analysis of 2-Methylpyrazine. PubMed: 2-Methyl-pyrazine 1,4-dioxide. PubMed: Structural and magnetic study of O2 molecules arranged along a channel in a flexible single-crystal host family. PubMed: An unusual 3D-topology and dominant ferromagnetic couplings in two Cu(II)-azide coordination polymers. PubMed: Structural study of silver(I) sulfonate complexes with pyrazine derivatives. PubMed: Influence of epicatechin reactions on the mechanisms of Maillard product formation in low moisture model systems. PubMed: Poly[[(μ(2)-2-amino-4,5-dimethybenzene-sulfonato-κN:O)(μ(2)-2-methyl-pyrazine-κN:N')silver(I)] monohydrate]. PubMed: Construction of polyoxometalates-based coordination polymers through direct incorporation between polyoxometalates and the voids in a 2D network. PubMed: Degradation of 2,5-dimethylpyrazine by Rhodococcus erythropolis strain DP-45 isolated from a waste gas treatment plant of a fishmeal processing company. PubMed: Role of the solvent glycerol in the Maillard reaction of d-fructose and l-alanine. PubMed: Tuning the electronic communication and rates of intramolecular electron transfer of dimers of trinuclear ruthenium clusters: bridging and ancillary ligand effects. PubMed: Determination of the 2H/1H and 15N/14N ratios of Alkylpyrazines from coffee beans (Coffea arabica L. and Coffea canephoravar. robusta) by isotope ratio mass spectrometry. PubMed: Mixed valence isomers. PubMed: Pyrazine derivatives in cigarette smoke inhibit hamster oviductal functioning. PubMed: Long-range ferromagnetic ordering in two-dimensional coordination polymers Co[N(CN)2]2(L) [L = pyrazine dioxide (pzdo) and 2-methyl pyrazine dioxide (mpdo)] with dual mu- and mu3-[N(CN)2] bridges. PubMed: Mechanisms responsible for the in vitro relaxation of ligustrazine on porcine left anterior descending coronary artery. PubMed: A study by ultraviolet spectroscopy on the self-association of diazines in aqueous solution. PubMed: Interaction-induced enhancement in the activity and selectivity of a titania-supported ammonium salt of a 12-molybdophosphoric acid catalyst during ammoxidation of 2-methylpyrazine. PubMed: Use of gas chromatography-olfactometry to identify key odorant compounds in dark chocolate. Comparison of samples before and after conching. PubMed: A Proton-Induced N-1 to eta(2) Migration of the Fluxional Pyrazine in the [Ru(II)(hedta)(pz)](-) Complex. PubMed: Metal-containing ligands for mixed-metal polymers: novel Cu(II)-Ag(I) mixed-metal coordination polymers generated from [Cu(2-methylpyrazine-5-carboxylate)2(H2O)].3H2O and silver(I) salts. PubMed: Aroma extract dilution analysis of a beeflike process flavor from extruded enzyme-hydrolyzed soybean protein. PubMed: Effects of olive, canola, and sunflower oils on the formation of volatiles from the Maillard reaction of lysine with xylose and glucose. PubMed: Determining the crystal structure of twinned 2-methylpyrazine. PubMed: Solubilization of Hydrophilic Compounds in Copolymer Aggregates. PubMed: Study of interactions between food phenolics and aromatic flavors using one- and two-dimensional (1)H NMR spectroscopy. PubMed: Volatile flavor components of rice cakes. PubMed: Effects of roasting on pyrazine contents and oxidative stability of red pepper seed oil prior to its extraction. PubMed: Environmental signals modulate olfactory acuity, discrimination, and memory in Caenorhabditis elegans.