4-Methylacetophenon
4-METHYLACETOPHENONE · P-METHYLACETOPHENONE · 1-(p-tolyl)ethan-1-one · FEMA 2677 · P-ACETYLTOLUENE · p-Acetotoluene · 4-ACETYLTOLUENE · 1-p-tolyl-ethanone
Identifikatoren & physikalische Daten
| CAS No. | 122-00-9 |
|---|---|
| Summenformel | C9H10O |
| Durchschnittliche Molmasse | 134,17 g/mol |
| Monoisotopische Masse | 134,07316494 g/mol |
| SMILES | CC(=O)c1ccc(C)cc1 |
| InChIKey | GNKZMNRKLCTJAY-UHFFFAOYSA-N |
| PubChem CID | 8500 |
| ChEMBL | CHEMBL271871 |
| ChEBI | CHEBI:178626 |
| EC No. | 204-514-8 |
| DTXSID | DTXSID9044374 |
| Lokaler Name | 4-Methylacetophenon |
Chemische & physikalische Eigenschaften
| XLogP | 2,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 121 |
| Stoffklassen | Other Classes -> Aromatic Ketones |
| Kosmetika | Masking |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Duftstoffe | Fragrance Ingredient (4'-Methylacetophenone) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | 2.10 |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 0.999-1.0101.004 g/mL at 20 °C 1.005 g/mL at 25 °C (lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | 0.372 mg/mL at 15 °Cinsoluble in watersoluble in organic solvents, oilsvery soluble (in ethanol)2.07g/l0.37 g/L (15 ºC) |
| Siedepunkt | 222.00 to 226.00 °C. @ 756.00 mm Hg226 °C226 °C (lit.) |
| Schmelzpunkt | 28 °C22-24 °C (lit.) |
| Dampfdruck | 0.22 [mmHg]0.52 hPa (25 °C) |
| FEMA | 2677 | 4'-METHYLACETOPHENONE |
| Brechungsindex | n20/D 1.533(lit.) |
| Flammpunkt | 198 °F |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| Farbe | Clear colorless to pale yellow |
| Geruch | at 10.00 % in dipropylene glycol. hawthorn sweet mimosa coumarin cherry acetophenone |
| Geruchsart | floral |
| Biologische Quelle | synthetic |
| Explosionsgrenze | 1.00%(V) |
| JECFA Number | 807 |
| BRN | 606053 |
| Henry-Konstante | 1.8×100 mol/(m3Pa) at 25℃, Ji et al. (2008) |
| Kosmetik-Inhaltsstoffe Funktionen | FRAGRANCE |
| InChI | 1S/C9H10O/c1-7-3-5-9(6-4-7)8(2)10/h3-6H,1-2H3 |
| InChIKey | GNKZMNRKLCTJAY-UHFFFAOYSA-N |
| SMILES | CC(=O)c1ccc(C)cc1 |
| LogP (Verteilungskoeffizient) | 2.1 at 25℃ |
| CAS Datenbank | 122-00-9(CAS DataBase Reference) |
| NIST chemische Informationen | Ethanone, 1-(4-methylphenyl)-(122-00-9) |
| EPA chemische Informationen | Ethanone, 1-(4-methylphenyl)- (122-00-9) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1848) of reports.WarningH302 (> 99.9%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P280, P301+P317, P302+P352, P321, P330, P332+P317, P362+P364, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1848 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Ethanone, 1-(4-methylphenyl)-Regulation (EC) No 1831/2003 (amended)Ethanone, 1-(4-methylphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanone, 1-(4-methylphenyl)- 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: 08-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/52624'-Methyl acetophenone: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | Safe when used as a flavoring agent in food[JECFA] A mild skin irritantHarmful by ingestion[Sigma-Aldrich MSDS] See Acetophenone. |
| Hazard Classes and Categories | Acute Tox. 4 (> 99.9%)Flammable liquids - Category 4 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1325 4.1/PG 2 |
| Zollcode | 29143900 |
| RTECS-Nr. | AM9463000 |
| R-Sätze (R) | 36/37/38-22-20/21/22 |
| Toxizität | LD50 orally in Rabbit: 1400 mg/kg LD50 dermal Rabbit > 2000 mg/kg |
| Gefahrensymbole |
Anwendungen & Verwendung
Beschreibung
4'-Methylacetophenone has a fruity, floral odor resembling acetophenone and a sweet, strawberry-like flavor. May be prepared by slow addition of acetyl chloride to a mixture of toluene and AlCl in an ice bath and under vacuum, maintaining the temperature at +5°C and then letting it increase to +20°C.
Occurrence
Reported found in the essential oil distilled from the wood of Myrocarpus fastigiatus, Myrocarpus frondo sus, Bois de Rose. Also reported found in sour cherry, orange and grapefruit peel oil, black currants, guava, peach, blackberry, celery, potato, tomato, mentha oils, pepper, parsley, smoked fish, cognac, parmesan cheese, cocoa, tea, soybean, cloudberry, mango, cauliflower, broccoli, rice bran, buckwheat, dried bonito, cherimoya, calabash nutmeg and mastic gum leaf oil, cooked cabbage, mandarin juice.
Verwenden
4'-Methylacetophenone is a methylated acteophenone used in cosmetics and perfumery. The presence of 4'-Methylacetophenone has been shown to accelerate the photopolymerization of Methyl methacrylate.
Herstellung & Synthese
synthetische
By slow addition of acetyl chloride to a mixture of toluene and AlCl in an ice bath and under vacuum, maintaining the temperature at +5°C and then letting it increase to +20°C.