2-Methoxy-p-kresol
CREOSOL · 4-METHYLGUAIACOL · 4-Methyl-2-methoxyphenol · Phenol, 2-methoxy-4-methyl- · FEMA 2671 · 2-METHOXY-P-CRESOL · VALSPICE · METHYL GUAIACOL
Identifikatoren & physikalische Daten
| CAS No. | 93-51-6 |
|---|---|
| Summenformel | C8H10O2 |
| Durchschnittliche Molmasse | 138,16 g/mol |
| Monoisotopische Masse | 138,06807956 g/mol |
| SMILES | COc1cc(C)ccc1O |
| InChIKey | PETRWTHZSKVLRE-UHFFFAOYSA-N |
| PubChem CID | 7144 |
| ChEMBL | CHEMBL3182715 |
| ChEBI | CHEBI:89886 |
| EC No. | 202-252-9 |
| DTXSID | DTXSID6047105 |
| Lokaler Name | 2-Methoxy-p-kresol |
Chemische & physikalische Eigenschaften
| XLogP | 1,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 29,5 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 103 |
| SpringerMaterials Properties | Boiling point |
| Duftstoffe | Fragrance Ingredient (2-Methoxy-4-methylphenol) -> IFRA transparency List |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.089-1.0961.092 g/mL at 25 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | slightly soluble in watermiscible (in ethanol)Chloroform (Sparingly), Methanol (Slightly)Slightly soluble in water. |
| Siedepunkt | 221.00 to 222.00 °C. @ 760.00 mm Hg220-222 °C221-222 °C (lit.) |
| Schmelzpunkt | 5.5 °C5 °C (lit.) |
| Brechungsindex | 1.534-1.538n20/D 1.537(lit.) |
| Physical Description | LiquidColourless to yellowish liquid, sweet, spicy, slightly vanilla-like odour |
| FEMA | 2671 | 2-METHOXY-4-METHYLPHENOL |
| Flammpunkt | 211 °F |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Aggregatzustand | Liquid |
| pKa (Säurekonstante) | 10.27±0.18(Predicted) |
| Wichte | 1.091.092 |
| Farbe | colorless to light yellow |
| Geruch | at 10.00 % in dipropylene glycol. spicy clove vanilla phenolic medicinal leathery woody smoky burnt |
| Geruchsart | spicy |
| Biologische Quelle | synthetic |
| Merck | 14,2571 |
| JECFA Number | 715 |
| BRN | 1862340 |
| Henry-Konstante | 7.7×100 mol/(m3Pa) at 25℃, Sagebiel et al. (1992) |
| Dielektrizitätskonstante | 11.0 |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C8H10O2/c1-6-3-4-7(9)8(5-6)10-2/h3-5,9H,1-2H3 |
| InChIKey | PETRWTHZSKVLRE-UHFFFAOYSA-N |
| SMILES | COc1cc(C)ccc1O |
| LogP (Verteilungskoeffizient) | 1.65 |
| CAS Datenbank | 93-51-6(CAS DataBase Reference) |
| NIST chemische Informationen | Phenol, 2-methoxy-4-methyl-(93-51-6) |
| EPA chemische Informationen | Phenol, 2-methoxy-4-methyl- (93-51-6) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 0.2% (3 of 1728) of reports.WarningH302 (99.8%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P272, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1728 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Phenol, 2-methoxy-4-methyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 22-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/251112-Methoxy-4-methylphenol: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Acute Tox. 4 (99.8%) |
| F | 10 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 2810 |
| Zollcode | 29095090 |
| RTECS-Nr. | GP1755000 |
| R-Sätze (R) | 22-36/37/38 |
| Gefahrensymbole | Xn,Xi |
| Sicherheitshinweise (S) | 26-36-24/25 |
| Gefahrenklasse | 6.1(a)Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2 |
| Verpackungsgruppe | II |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Beschreibung
2-Methoxy-4-methylphenol has a characteristic aromatic odor (sweet, spicy, slightly vanilla-like) and a somewhat bitter taste (vanilla-like). May be prepared by methylation of homopyrocatechin using dimethyl sulfate and alkali; also by hydrogenation of vanillin.
Occurrence
Occurs in beechwood tar; also identified in the essential oils of ylang-ylang, jasmine and anise seeds; it is one of the active constituents of creosote. Reported found in Gruyere cheese, smoked fish, cured pork, beer, rum, bourbon whiskey, malt and Scotch whiskey, sherry, white and red wine, cocoa, coffee, tea, mushrooms, mango, pear brandy, malt, wort, dried bonito, Bourbon vanilla, cuttlefish and green maté.
Verwenden
2-Methoxy-4-methylphenol is used for blending baking and smoked food flavors. Excellent additive and modifier in artificial Ylang-Ylang, Cassie-bases, Jasmin bases, Lily, Gardenia, etc. Finds use in flavor compositions for imitation Vanilla, Clove, various fruit compositions, Rum flavors, etc. and in Nut-Nougat flavor bases. Concentration will be about 0.02 to 1 ppm in the finished consumer product. In beverages, however, it may be as high as 10 to 20 ppm.
Herstellung & Synthese
synthetische
By methylation of homopyrocatechin using dimethyl sulfate and alkali; also by hydrogenation of vanillin.