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2,3,5,6-tetramethyl pyrazine
General Material Information
| Preferred name | 2,3,5,6-tetramethyl pyrazine |
| Trivial Name | Tetramethylpyrazine |
| Short Description | 2,3,5,6-tetramethylpyrazine |
| Formula | C8 H12 N2 |
| CAS Number | 1124-11-4 |
| FEMA Number | 3237 |
| Flavis Number | 14.018 |
| ECHA Number | 214-391-2 |
| FDA UNII | V80F4IA5XG |
| Nikkaji Number | J39.647H |
| Beilstein Number | 0113100 |
| MDL | MFCD00006146 |
| COE Number | 734 |
| Bio Activity Summary | External link |
| NMR Predictor | External link |
| JECFA Food Flavoring | 780 2,3,5,6-tetramethylpyrazine |
| FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm | 1124-11-4 ; 2,3,5,6-TETRAMETHYLPYRAZINE |
| Synonyms |
|
US / EU / FDA / JECFA / FEMA / Scholar / Patents
| Google Scholar | Start search |
| Google Books | Start search |
| Google Patents | Start search |
| Perfumer & Flavorists | Start search |
| EU Patents | Start search |
| PubMeb | Start search |
| NCBI | Start search |
Literature & References
| 2,3,5,6-tetramethylpyrazine | |
| NIST Chemistry WebBook: | Search Inchi |
| Canada Domestic Sub. List: | 1124-11-4 |
| Pubchem (cid): | 14296 |
| Pubchem (sid): | 134980455 |
| Pherobase: | View |
Other Information
| (IUPAC): | Atomic Weights of the Elements 2011 (pdf) |
| Videos: | The Periodic Table of Videos |
| tgsc: | Atomic Weights use for this web site |
| (IUPAC): | Periodic Table of the Elements |
| FDA Substances Added to Food (formerly EAFUS): | View |
| CHEMBL: | View |
| HMDB (The Human Metabolome Database): | HMDB36584 |
| FooDB: | FDB015495 |
| Export Tariff Code: | 2933.99.9700 |
| VCF-Online: | VCF Volatile Compounds in Food |
| ChemSpider: | View |
Suppliers
PhysChem Properties
| Material listed in food chemical codex | Yes |
| Molecular weight | 136.19764709473 |
| Melting Point | 85 to 90°C @ 760 mm Hg |
| Vapor Pressure | 0.671 mmHg @ 25 °C |
| Vapor Density | 4.7 |
| Flash Point TCC Value | 93.33 °C TCC |
| logP (o/w) | 1.28 |
| Solubility | |
| alcohol | Yes |
| fixed oils | Yes |
| propylene glycol | Yes |
| water, 7007 mg/L @ 25 °C (est) | Yes |
| Stability | |
| alcoholic fine fragrance | Good |
| antiperspirant | Good |
| fabric softener | Good |
| liquid detergent | Good |
| perborate powder detergent | Good |
| soap | Good |
| toiletry application | Good |
| hypochlorite bleach | Poor |
Organoleptic Properties
| Odor Type: Nutty | |
| nutty, musty, chocolate, coffee, cocoa, brown, lard, burnt, vanilla, dry | |
| Luebke, William tgsc, (2017) | At 10.00 % in dipropylene glycol. nutty musty chocolate coffee cocoa brown lard burnt |
| Mosciano, Gerard P&F 22, No. 2, 69, (1997) | Nutty, musty and vanilla with dry, brown cocoa nuances |
| Flavor Type: Nutty | |
| nutty, musty, weedy, earthy, cocoa, peanut, coffee, asparagus, dry, raw | |
| Luebke, William tgsc, (2017) | Nutty musty weedy earthy cocoa peanut coffee asparagus |
| Mosciano, Gerard P&F 22, No. 2, 69, (1997) | At 150.00 ppm. Nutty, musty, cocoa, drying, peanut-like and raw coffee notes |
| General comment | Sweet, chocolate, coffee, cocoa, fermented |
Occurrences
| (data available) |
Potential Uses
| Applications | |
| Odor purposes | Galbanum |
| Flavoring purposes | Chocolate cocoa, Coffee, Filbert, Green, Guava, Lard, Macadamia, Peanut, Sugar brown sugar |
| Other purposes | Soybean |
| Cosmetic purposes | Perfuming agents |
Safety Information
Safety information
| Preferred SDS: View | |
| European information : | |
| Most important hazard(s): | |
| Xn - Harmful. | |
| R 22 - Harmful if swallowed. R 36/37/38 - Irritating to eyes, respiratory system, and skin. R 41 - Risk of serious damage to eyes. S 02 - Keep out of the reach of children. S 20/21 - When using do not eat, drink or smoke. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 37/39 - Wear suitable gloves and eye/face protection. | |
| Hazards identification | |
| Classification of the substance or mixture | |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) | |
| None found. | |
| GHS Label elements, including precautionary statements | |
| Pictogram | |
| Hazard statement(s) | |
| None found. | |
| Precautionary statement(s) | |
| None found. | |
| Oral/Parenteral Toxicity: | |
| gavage-rat LD50 1910 mg/kg (Oser, 1969g) intravenous-mouse LD50 239 mg/kg Chinese Medical Journal Vol. 4, Pg. 319, 1978. intraperitoneal-mouse LD50 800 ug/kg International Journal of Crude Drug Research. Vol. 23, Pg. 119, 1985. oral-rat LD50 1910 mg/kg Drug and Chemical Toxicology. Vol. 3, Pg. 249, 1980. | |
| Dermal Toxicity: | |
| Not determined | |
| Inhalation Toxicity: | |
| Not determined | |
Safety in use information
| Category: | |||
| cosmetic, flavor and fragrance agents | |||
| RIFM Fragrance Material Safety Assessment: Search | |||
| IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice | |||
| Recommendation for 2,3,5,6-tetramethyl pyrazine usage levels up to: | |||
| 0.6000 % in the fragrance concentrate. | |||
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 6.70 (μg/capita/day) | ||
| Maximised Survey-derived Daily Intakes (MSDI-USA): | 19.00 (μg/capita/day) | ||
| Structure Class: | II | ||
| Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS). | |||
| The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library | |||
| publication number: 4 | |||
| Click here to view publication 4 | |||
| average usual ppm | average maximum ppm | ||
| baked goods: | - | 5.00000 | |
| beverages(nonalcoholic): | - | 5.00000 | |
| beverages(alcoholic): | - | - | |
| breakfast cereal: | - | - | |
| cheese: | - | - | |
| chewing gum: | - | - | |
| condiments / relishes: | - | 10.00000 | |
| confectionery froastings: | - | - | |
| egg products: | - | - | |
| fats / oils: | - | - | |
| fish products: | - | - | |
| frozen dairy: | - | - | |
| fruit ices: | - | - | |
| gelatins / puddings: | - | - | |
| granulated sugar: | - | - | |
| gravies: | - | 10.00000 | |
| hard candy: | - | 5.00000 | |
| imitation dairy: | - | - | |
| instant coffee / tea: | - | - | |
| jams / jellies: | - | - | |
| meat products: | - | 10.00000 | |
| milk products: | - | 5.00000 | |
| nut products: | - | - | |
| other grains: | - | - | |
| poultry: | - | - | |
| processed fruits: | - | - | |
| processed vegetables: | - | - | |
| reconstituted vegetables: | - | - | |
| seasonings / flavors: | - | - | |
| snack foods: | - | - | |
| soft candy: | - | - | |
| soups: | - | 10.00000 | |
| sugar substitutes: | - | - | |
| sweet sauces: | - | - | |
Safety references
| European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
| European Food Safety Authority (EFSA) reference(s): |
| Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) on a request from the Commission related to Flavouring Group Evaluation 17 (FGE.17): Pyrazine derivatives from chemical group 24 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) View page or View pdf |
| Flavouring Group Evaluation 50 (FGE.50): Consideration of pyrazine derivatives evaluated by JECFA (57th meeting) structurally related to pyrazine derivatives evaluated by EFSA in FGE.17 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) View page or View pdf |
| Flavouring Group Evaluation 17, Revision 1 (FGE.17Rev1): Pyrazine derivatives from chemical group 24 - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) [1] View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 17, Revision 2 (FGE.17Rev2): Pyrazine derivatives from chemical group 24 View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 50, Revision 1 (FGE.50Rev1): Consideration of pyrazine derivatives evaluated by JECFA (57th meeting) structurally related to pyrazine derivatives evaluated by EFSA in FGE.17Rev2 (2010) View page or View pdf |
| Safety and efficacy of pyrazine derivatives including saturated ones belonging to chemical group 24 when used as flavourings for all animal species View page or View pdf |
| EPI System: View |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| EPA Substance Registry Services (TSCA):1124-11-4 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :14296 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:3 |
| 2,3,5,6-tetramethylpyrazine |
| Chemidplus:0001124114 |
| RTECS:UQ3905000 for cas# 1124-11-4 |