HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
2'-Hydroxyacetophenone
2-HYDROXYACETOPHENONE · 2-HYDROXYACETAMIDE · O-HYDROXYACETOPHENONE · 1-(2-HYDROXYPHENYL)ETHANONE · 2-ACETYLPHENOL · FEMA 3548 · usafke-20 · USAF ke-20
Identifikatoren & physikalische Daten
| CAS No. | 118-93-4 |
|---|---|
| Summenformel | C8H8O2 |
| Durchschnittliche Molmasse | 136,15 g/mol |
| Monoisotopische Masse | 136,0524295 g/mol |
| SMILES | CC(=O)c1ccccc1O |
| InChIKey | JECYUBVRTQDVAT-UHFFFAOYSA-N |
| PubChem CID | 8375 |
| ChEMBL | CHEMBL3187012 |
| ChEBI | CHEBI:145716 |
| EC No. | 204-288-0 |
| DTXSID | DTXSID7040285 |
Chemische & physikalische Eigenschaften
| XLogP | 1,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 37,3 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 131 |
| Stoffklassen | Other Classes -> Aromatic Ketones |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Duftstoffe | Fragrance Ingredient (2-Hydroxyacetophenone) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | 1.92 |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.127-1.1331.131 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | slightly soluble in watersoluble in fatmiscible (in ethanol)0.2g/l |
| Siedepunkt | 213.00 °C. @ 717.00 mm Hg215-220 °C213 °C717 mm Hg(lit.) |
| Schmelzpunkt | 4 - 6 °C3-6 °C(lit.) |
| Dampfdruck | 0.00748 [mmHg]~0.2 mm Hg ( 20 °C) |
| Brechungsindex | 1.556-1.560n20/D 1.558(lit.) |
| Dampfdichte | 4.7 (vs air) |
| FEMA | 3548 | 2-HYDROXYACETOPHENONE |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| pKa (Säurekonstante) | 10.06(at 25℃) |
| Farbe | Clear yellow to brown |
| Geruch | at 10.00 % in dipropylene glycol. phenolic sweet hawthorn tobacco honey herbal |
| Geruchsart | phenolic |
| Biologische Quelle | synthetic |
| Explosionsgrenze | 0.98-11.8%(V) |
| JECFA Number | 727 |
| BRN | 386123 |
| Henry-Konstante | 1.0×100 mol/(m3Pa) at 25℃, Ji et al. (2008) |
| Hauptanwendungen | flavors and fragrances |
| InChI | 1S/C8H8O2/c1-6(9)7-4-2-3-5-8(7)10/h2-5,10H,1H3 |
| InChIKey | JECYUBVRTQDVAT-UHFFFAOYSA-N |
| SMILES | CC(=O)c1ccccc1O |
| LogP (Verteilungskoeffizient) | 1.92-1.97 at 25℃ |
| CAS Datenbank | 118-93-4(CAS DataBase Reference) |
| NIST chemische Informationen | Ethanone, 1-(2-hydroxyphenyl)-(118-93-4) |
| EPA chemische Informationen | 2'-Hydroxyacetophenone (118-93-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 70.5% (177 of 251) of all reports.WarningH302 (10.4%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 251 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Ethanone, 1-(2-hydroxyphenyl)-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Ethanone, 1-(2-hydroxyphenyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanone, 1-(2-hydroxyphenyl)- 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: 11-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/19594Ethanone, 1-(2-hydroxyphenyl)-: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | Intraperitoneal LD50 (mouse) = 100 mg/kg[RTECS] Safe when used as a flavoring agent in food[EFSA] A skin and strong eye irritantDepending on severity of exposure, effects range from mild irritation to destruction of tissue[Sigma-Aldrich MSDS] See Acetophenone. |
| Hazard Classes and Categories | Acute Tox. 4 (10.4%) |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| F | 8 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29145000 |
| RTECS-Nr. | AM8575000 |
| R-Sätze (R) | 36/37/38-36/38 |
| Toxizität | LD50 orally in Rabbit: 2127 mg/kg LD50 dermal Rat > 2000 mg/kg |
| Gefahrensymbole | Xi |
| hazard_note | Harmful/Irritant |
| Sicherheitshinweise (S) | 26-36-37/39 |
| Lagerklasse | 10 - Combustible liquids |
Anwendungen & Verwendung
Occurrence
Reported found in beef, cassia oil, cocoa, cocoa powder, coffee, Jamaican rum, tomato, Scotch whiskey, sherry, tea, mountain papaya, papaya, roasted almond and black choke berry
Verwenden
2'-Hydroxyacetophenone is used as pharmaceutical intermediate.
Herstellung & Synthese
synthetische
Preparation by Fries rearrangement of phenyl acetate, with Lewis acids aluminium chloride.