4-(4-Methoxyphenyl)butan-2-on
4-(4-METHOXYPHENYL)BUTAN-2-ONE · ANISYLACETONE · Raspberry ketone methyl ether · p-Methoxybenzylacetone · FEMA 2672 · 4-(P-METHOXYPHENYL)-2-BUTANONE · PARA ANISYL ACETONE · 2-Butanone, 4-(4-methoxyphenyl)-
Identifikatoren & physikalische Daten
| CAS No. | 104-20-1 |
|---|---|
| Summenformel | C11H14O2 |
| Durchschnittliche Molmasse | 178,23 g/mol |
| Monoisotopische Masse | 178,09937969 g/mol |
| SMILES | COc1ccc(CCC(C)=O)cc1 |
| InChIKey | PCBSXBYCASFXTM-UHFFFAOYSA-N |
| PubChem CID | 61007 |
| ChEMBL | CHEMBL3184371 |
| ChEBI | CHEBI:169538 |
| EC No. | 203-184-2 |
| DTXSID | DTXSID5047166 |
| Lokaler Name | 4-(4-Methoxyphenyl)butan-2-on |
Chemische & physikalische Eigenschaften
| XLogP | 2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 26,3 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 4 |
| Schwere Atome | 13 |
| Formalladung | 0 |
| Komplexität | 157 |
| SpringerMaterials Properties | Viscosity |
| Duftstoffe | Fragrance Ingredient (4-(p-Methoxyphenyl)-2-butanone) -> IFRA transparency List |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.041-1.0501.046 g/mL at 25 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | very slightlyinsoluble in water, soluble in organic solvents, oilsmiscible at room temperature (in ethanol)Chloroform (Slightly), Methanol (Slightly)Not miscible in water. |
| Siedepunkt | 152.00 to 153.00 °C. @ 15.00 mm Hg277 °C150-152 °C (10 mm Hg)152-153 °C/15 mmHg (lit.) |
| Schmelzpunkt | 9 - 10 °C8 °C (lit.) |
| Brechungsindex | 1.515-1.525n20/D 1.519(lit.) |
| Physical Description | Liquidcolourless oily liquid with a sweet, fruity-floral odour |
| Dampfdruck | 9-2000Pa at 20-115℃ |
| FEMA | 2672 | 4-(P-METHOXYPHENYL)-2-BUTANONE |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Sealed in dry,Room Temperature |
| Aggregatzustand | Oil |
| Farbe | A colourless oily liquid with a sweet floral odour |
| Geruch | at 100.00 %. sweet dried raspberry rose cherry fruity cassie absolute |
| Geruchsart | berry |
| Biologische Quelle | synthetic |
| JECFA Number | 818 |
| BRN | 1869592 |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMINGFLAVOURINGFRAGRANCE |
| InChI | 1S/C11H14O2/c1-9(12)3-4-10-5-7-11(13-2)8-6-10/h5-8H,3-4H2,1-2H3 |
| InChIKey | PCBSXBYCASFXTM-UHFFFAOYSA-N |
| SMILES | COc1ccc(CCC(C)=O)cc1 |
| LogP (Verteilungskoeffizient) | 2 at 23.1℃ |
| CAS Datenbank | 104-20-1(CAS DataBase Reference) |
| NIST chemische Informationen | 2-Butanone, 4-(4-methoxyphenyl)-(104-20-1) |
| EPA chemische Informationen | 2-Butanone, 4-(4-methoxyphenyl)- (104-20-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 99.7% (1567 of 1572) of all reports.Not ClassifiedAggregated GHS information provided per 1572 reports by companies from 5 notifications to the ECHA C&L Inventory. |
|---|---|
| Regulatorische Informationen | Chemical: 2-Butanone, 4-(4-methoxyphenyl)-Regulation (EC) No 1831/2003 (amended)Status: Active Update: 23-03-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/167462-Butanone, 4-(4-methoxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | IMAP assessments - Chemicals with limited data availability that are used in fragrances: Human health tier II assessment |
| Hazard Classes and Categories | Not Classified |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29145090 |
| RTECS-Nr. | EL9085500 |
| R-Sätze (R) | 36/37/38 |
| Toxizität | Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Russell, 1973) |
| Gefahrensymbole | Xi |
| Sicherheitshinweise (S) | 23-24/25 |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Beschreibung
4-(p-Methoxyphenyl)-2-butanone has an intensely sweet, floral, fruity odor and a cherry-raspberry flavor at low concentrations. May be prepared by condensing acetone with anisaldehyde to yield anisylidene acetone and subsequent hydrogenation in the presence of Pd catalyst.
Occurrence
Contained (approximately 53% level) in the odorous principle obtained by extraction and hydrolysis from aloe wood (Aquilaria algallocha Roxb.) and in anise.
Verwenden
4-(4-Methoxyphenyl)-2-butanone is used as pharmaceutical intermediate.
Herstellung & Synthese
synthetische
By condensing acetone with anisaldehyde to yield anisylidene acetone and subsequent hydrogenation in the presence of Pd catalyst. It can also be prepared from Methyl vinyl ketone by catalytic condensation with Phenol, followed by Methylation.