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2-Methoxy-4-propylphenol
Phenol, 2-methoxy-4-propyl- · 4-PROPYLGUAIACOL · FEMA 3598 · Cerulignol · 2-METHOXY-4-PROPYLPHENOL · Coerulignol · Dihydro Eugeno · Dihydroeugenol
Identifikatoren & physikalische Daten
| CAS No. | 2785-87-7 |
|---|---|
| Summenformel | C10H14O2 |
| Durchschnittliche Molmasse | 166,22 g/mol |
| Monoisotopische Masse | 166,09937969 g/mol |
| SMILES | CCCc1ccc(O)c(OC)c1 |
| InChIKey | PXIKRTCSSLJURC-UHFFFAOYSA-N |
| PubChem CID | 17739 |
| ChEMBL | CHEMBL3186884 |
| ChEBI | CHEBI:167417 |
| EC No. | 220-499-0 |
| DTXSID | DTXSID2047199 |
| Lokaler Name | 2-Methoxy-4-propylphenol |
Chemische & physikalische Eigenschaften
| XLogP | 2,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 29,5 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 125 |
| SpringerMaterials Properties | Boiling point |
| Duftstoffe | Fragrance Ingredient (2-Methoxy-4-propylphenol) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | 2.390 |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.034-1.0401.038 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | slightly soluble in watersoluble in fatmiscible (in ethanol)1.1g/L at 20℃ |
| Siedepunkt | 125.00 to 126.00 °C. @ 14.00 mm Hg250 °C125-126 °C14 mm Hg(lit.) |
| Brechungsindex | 1.520-1.525n20/D 1.522(lit.) |
| Physical Description | LiquidCBIColourless oily liquid, warm, spicy, sweet, and slightly floral balsamic odour |
| Schmelzpunkt | 16°C |
| Dampfdruck | 3Pa at 25℃ |
| FEMA | 3598 | 2-METHOXY-4-PROPYLPHENOL |
| Flammpunkt | >230 °F |
| Lagerbedingungen | 2-8°C, stored under nitrogen |
| pKa (Säurekonstante) | 10.04±0.18(Predicted) |
| Geruch | at 100.00 %. clove sharp spicy sweet phenolic powdery allspice |
| Geruchsart | spicy |
| Biologische Quelle | synthetic |
| JECFA Number | 717 |
| Henry-Konstante | 4.3×100 mol/(m3Pa) at 25℃, McFall et al. (2020) |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C10H14O2/c1-3-4-8-5-6-9(11)10(7-8)12-2/h5-7,11H,3-4H2,1-2H3 |
| InChIKey | PXIKRTCSSLJURC-UHFFFAOYSA-N |
| SMILES | CCCc1ccc(O)c(OC)c1 |
| LogP (Verteilungskoeffizient) | 2.8 at 20℃ |
| EPA chemische Informationen | Phenol, 2-methoxy-4-propyl- (2785-87-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH317 (97.9%): May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P317, P337+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1817 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Phenol, 2-methoxy-4-propyl-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Phenol, 2-methoxy-4-propyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Phenol, 2-methoxy-4-propyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 16-07-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18941Phenol, 2-methoxy-4-propyl-: Does not have an individual approval but may be used under an appropriate group standard |
| Hazard Classes and Categories | Skin Sens. 1 (97.9%) |
| Treatment | Treat symptomatically and supportively. Do not induce vomiting. (L1610) |
| Gesundheitliche Auswirkungen | Dermatitis (A2445). |
| Expositionspfade | Dermal (L1609, A2445)eye contact (L1609, A2445)inhalation (L1609, A2445)oral (L1609, A2445) |
| Toxizitätsübersicht | Dihydroeugenol may cause allergic contact dermatitis via two different mechanisms: The poison ivy and the phenolic radical mechanisms (A2445). |
| Signs and Symptoms | Choking, drowsiness, and respiratory disruptions after inhalationirritation, and reddening of the eyesskin irritationqueasiness, and stomach aches following ingestion(L1609, MSDS). |
| Carcinogen Classification | No indication of carcinogenicity (not listed by IARC). (L135) |
| Toxicity Data | LD50: 2000.00 mg/kg (Oral, Mouse) (L1609) LD50: 2600.00 mg/kg (Oral, Rat) (L1609) LD50: 310.00 mg/kg (Dermal, Rabbit) (L1609) |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 2810 6.1/PG 3 |
| RTECS-Nr. | SL8050000 |
| R-Sätze (R) | 24-38 |
| Gefahrensymbole | T |
| Sicherheitshinweise (S) | 36/37-45 |
| Gefahrenklasse | 6.1(b)Eye Dam. 1Skin Irrit. 2Skin Sens. 1BSTOT SE 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Beschreibung
2-Methoxy-4-propylphenol has a warm, spicy, sweet, and slightly floral balsamic odor. It may be prepared by catalytic reduction of eugenol with a palladium- or platinum-black catalyst.
Occurrence
Reported found in rum, smoked fish, cured pork, cognac, malt whiskey, fermented tea, mushroom, rhubarb, dried bonito, cuttlefish and maté.
Verwenden
Potential applications include the profile enhancement of smoke flavors, clove, spicy nuances for cinnamon and pepper, vanilla, and fruit nuances.
Herstellung & Synthese
synthetische
By catalytic reduction of eugenol with a palladium- or platinum-black catalyst.