1.0 2010-04-08 22:11:00 UTC 2020-09-17 15:36:15 UTC FDB013954 2,5-Dimethylpyrazine 2,5-Dimethylpyrazine, also known as FEMA 3272 or 2,5-DMP, belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. 2,5-Dimethylpyrazine is also classified as an alkylpyrazine. Alkylpyrazines are naturally occurring highly aromatic substances which often have a very low odor threshold and contribute to the taste and aroma of various foods including coffee and wines. Alkylpyrazines are also formed during the cooking of some foods via Maillard reactions (doi:10.1093/chemse/10.3.287). 2,5-Dimethylpyrazine has a chocolate, roasted, musty, nutty, grassy aroma and a musty potato, nutty or oil taste. 2,5-Dimethylpyrazine occurs naturally in a wide number of foods including asparagus, black or green tea, crispbread, roast beef, beer, roasted coffee, kohlrabi, pork, potato chips, malt, raw shrimp, soya, squid, Swiss cheeses, wheat bread, mung beans, soft-necked garlics, fenugreeks, mollusks, roasted barley, roasted filberts or pecans, wild rice (Zizania aquatica), and wort. 2,5-Dimethylpyrazine is used as flavor additive and odorant in foods such as cereals and products such as cigarettes. It has also been used to artificially scent and enhance the flavour of potato chips. 2, 5-Dimethylpyrazine 2,5-Dimethyl pyrazine 2,5-Dimethyl-1,4-diazine 2,5-Dimethyl-pyrazine 2,5-Dimethylparadiazine 2,5-Dimethylpiazine FEMA 3272 Pyrazine, 2,5-dimethyl- PYRAZINE,2,5-DIMETHYL C6H8N2 108.1411 108.068748266 2,5-dimethylpyrazine 2,5-dimethylpyrazine 123-32-0 CC1=CN=C(C)C=N1 InChI=1S/C6H8N2/c1-5-3-8-6(2)4-7-5/h3-4H,1-2H3 LCZUOKDVTBMCMX-UHFFFAOYSA-N belongs to the class of organic compounds known as pyrazines. Pyrazines are compounds containing a pyrazine ring, which is a six-member aromatic heterocycle, that consists of two nitrogen atoms (at positions 1 and 4) and four carbon atoms. Pyrazines Organic compounds Organoheterocyclic compounds Diazines Pyrazines Aromatic heteromonocyclic compounds Azacyclic compounds Heteroaromatic compounds Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds Aromatic heteromonocyclic compound Azacycle Heteroaromatic compound Hydrocarbon derivative Organic nitrogen compound Organonitrogen compound Organopnictogen compound Pyrazine Liquid logp 0.62 ALOGPS logs 0.23 ALOGPS solubility 1.84e+02 g/l ALOGPS melting_point Mp 15° logp -0.2 ChemAxon pka_strongest_basic 1.59 ChemAxon iupac 2,5-dimethylpyrazine ChemAxon average_mass 108.1411 ChemAxon mono_mass 108.068748266 ChemAxon smiles CC1=CN=C(C)C=N1 ChemAxon formula C6H8N2 ChemAxon inchi InChI=1S/C6H8N2/c1-5-3-8-6(2)4-7-5/h3-4H,1-2H3 ChemAxon inchikey LCZUOKDVTBMCMX-UHFFFAOYSA-N ChemAxon polar_surface_area 25.78 ChemAxon refractivity 30.93 ChemAxon polarizability 11.91 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 3403 Specdb::CMs 28910 Specdb::CMs 101732 Specdb::CMs 165627 Specdb::MsIr 6899 Specdb::MsIr 6900 Specdb::NmrOneD 4449 Specdb::NmrOneD 4568 Specdb::NmrOneD 130838 Specdb::NmrOneD 130839 Specdb::NmrOneD 130840 Specdb::NmrOneD 130841 Specdb::NmrOneD 130842 Specdb::NmrOneD 130843 Specdb::NmrOneD 130844 Specdb::NmrOneD 130845 Specdb::NmrOneD 130846 Specdb::NmrOneD 130847 Specdb::NmrOneD 130848 Specdb::NmrOneD 130849 Specdb::NmrOneD 130850 Specdb::NmrOneD 130851 Specdb::NmrOneD 130852 Specdb::NmrOneD 130853 Specdb::NmrOneD 130854 Specdb::NmrOneD 130855 Specdb::NmrOneD 130856 Specdb::NmrOneD 130857 Specdb::MsMs 9572 Specdb::MsMs 9573 Specdb::MsMs 9574 Specdb::MsMs 16244 Specdb::MsMs 16245 Specdb::MsMs 16246 Specdb::MsMs 451961 Specdb::MsMs 2764635 Specdb::MsMs 2764636 Specdb::MsMs 2764637 Specdb::MsMs 2943814 Specdb::MsMs 2943815 Specdb::MsMs 2943816 HMDB35289 25R #<Reference:0x000055ce33417ad8> Asparagus Type 1 specific Asparagus officinalis 4686 Black tea Type 1 Breakfast cereal Type 2 specific Cereals and cereal products Unknown generic Corn Type 1 specific Zea mays 4577 0.0 0.0 0.0 mg/100 g Crustaceans Unknown generic 6657 Fenugreek Type 1 specific Trigonella foenum-graecum 78534 Green tea Type 1 Green vegetables Unknown generic Herbal tea Type 1 Kohlrabi Type 1 specific Brassica oleracea var. gongylodes 109379 0.038 0.038 0.038 mg/100 g Milk and milk products Unknown generic Mollusks Unknown generic 6447 Mung bean Type 1 specific Vigna radiata 157791 Pulses Unknown generic Red tea Type 1 Soft-necked garlic Type 1 specific Allium sativum L. var. sativum 4682 Soy bean Type 1 specific Glycine max 3847 Taco Type 2 specific 0.0 0.0 0.0 mg/100 g Tea Type 1 specific Camellia sinensis 4442 Tortilla Type 2 specific 0.0 0.0 0.0 mg/100 g Tortilla chip Type 2 specific cocoa grass medical medicinal medicine roast beef roastbeef roasted nut roasted nuts roastednut woody