6,7-Dihydro-5-methyl-5H-cyclopentapyrazin
5H-5-METHYL-6,7-DIHYDROCYCLOPENTAPYRAZINE · FEMA 3306 · MAPLE LACTONE PYRAZINE · 5h-5-Methyl-6,7-Dihydrocylopenta（b）pyrazine · 5-Methyl-6,7-dihydro-(5H)-cyclopentapyrazine · nutty pyrazine · FEMA NUMBER 3306 · 5-METHYL-6,7-DIHYDROC
Identifikatoren & physikalische Daten
| CAS No. | 23747-48-0 |
|---|---|
| Summenformel | C8H10N2 |
| Durchschnittliche Molmasse | 134,18 g/mol |
| Monoisotopische Masse | 134,08439833 g/mol |
| SMILES | CC1CCc2nccnc21 |
| InChIKey | YZEFQPIMXZVPKP-UHFFFAOYSA-N |
| PubChem CID | 32065 |
| ChEMBL | CHEMBL3188160 |
| ChEBI | CHEBI:179434 |
| EC No. | 245-864-1 |
| DTXSID | DTXSID7047196 |
| Lokaler Name | 6,7-Dihydro-5-methyl-5H-cyclopentapyrazin |
Chemische & physikalische Eigenschaften
| XLogP | 0,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 25,8 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 124 |
| Duftstoffe | Fragrance Ingredient (5H-5-Methyl-6,7-dihydrocyclopenta(b)pyrazine) -> IFRA transparency List |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.048-1.0591.055 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | slightly soluble in watersoluble in oils, propylene glycol, organic solventsmiscible at room temperature (in ethanol)insoluble |
| Siedepunkt | 200 °C96-99 °C20 mm Hg(lit.) |
| Brechungsindex | 1.525-1.535n20/D 1.527(lit.) |
| Physical Description | light yellow to amber liquid with a peanut odour |
| Collision Cross Section | 127.6 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: APCI+Dataset: TOXCASTSource Identifier: DTXSID7047196] |
| Schmelzpunkt | 121-123 °C |
| FEMA | 3306 | 5H-5-METHYL-6,7-DIHYDROCYCLOPENTA(B)PYRAZINE |
| Flammpunkt | 174 °F |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Aggregatzustand | clear liquid |
| pKa (Säurekonstante) | 1.85±0.40(Predicted) |
| Farbe | Colorless to Light yellow to Light orange |
| Geruch | nutty, roasted odor |
| Geruchsart | earthy |
| Biologische Quelle | synthetic |
| JECFA Number | 781 |
| Hauptanwendungen | flavors and fragrances |
| InChI | 1S/C8H10N2/c1-6-2-3-7-8(6)10-5-4-9-7/h4-6H,2-3H2,1H3 |
| InChIKey | YZEFQPIMXZVPKP-UHFFFAOYSA-N |
| SMILES | CC1CCc2nccnc12 |
| LogP (Verteilungskoeffizient) | 1.33 |
| NIST chemische Informationen | 5H-5-methyl-6,7-dihydrocyclopentapyrazine(23747-48-0) |
| EPA chemische Informationen | 5H-Cyclopentapyrazine, 6,7-dihydro-5-methyl- (23747-48-0) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1501) of reports.WarningH302 (96.7%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1501 reports by companies from 10 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: 5H-Cyclopentapyrazine, 6,7-dihydro-5-methyl-Regulation (EC) No 1831/2003 (amended)5H-Cyclopentapyrazine, 6,7-dihydro-5-methyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (96.7%) |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29339900 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 26-36/37/39 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Eye Irrit. 2Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Beschreibung
5H-5-Methyl-6,7-dihydrocyclopenta(-b)pyrazine has an earthy, baked potato, peanut, roasted odor. It may be prepared from condensation of 2-hydroxy-3-methyl-2-cyclopentene-l-one and ethylene diamine; by condensing a cyclopentenolone with alkylenediamines, or alternatively, an aliphatic α-diketone with 1,2-diamino cyclopentane; the resulting product is dehydrogenated in the presence of palladium over activated charcoal or copper chromite.
Occurrence
Reported found in peanuts, filberts, asparagus, potato wheat and rye bread, cooked beef, pork, pork liver, beer, cocoa, coffee, green tea, barley, filberts, almond, sesame seed, malt and wort
Verwenden
5-Methyl-6,7-dihydrocyclopentapyrazine can be used for drug storage packaging and antibacterial composition.
Herstellung & Synthese
synthetische
From condensation of 2-hydroxy-3-methyl-2-cyclopentene-1-one and ethylene diamine; by condensing a cyclopentenolone with alkylenediamines, or alternatively, and aliphatic α-diketone with 1,2-diamino cyclopentane; the resulting product is dehydrogenated in the presence of palladium over activated charcoal or copper chromite.