HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
1-(2-Hydroxy-5-methoxyphenyl)ethan-1-on
1-(2-HYDROXY-5-METHOXYPHENYL)ETHAN-1-ONE · 1-(2-HYDROXY-5-METHOXYPHENYL)ETHANONE · Ethanone, 1-(2-hydroxy-5-methoxyphenyl)- · 2-HYDROXY-5-METHOXYACETOPHENONE · 2'-Hydro · NSC 338218 · ASISCHEM D38760 · sulfosulfamic acid
Identifikatoren & physikalische Daten
| CAS No. | 705-15-7 |
|---|---|
| Summenformel | C9H10O3 |
| Durchschnittliche Molmasse | 166,17 g/mol |
| Monoisotopische Masse | 166,06299418 g/mol |
| SMILES | COc1ccc(O)c(C(C)=O)c1 |
| InChIKey | MLIBGOFSXXWRIY-UHFFFAOYSA-N |
| PubChem CID | 69714 |
| ChEMBL | CHEMBL5266130 |
| EC No. | 211-882-3 |
| DTXSID | DTXSID40220765 |
| Lokaler Name | 1-(2-Hydroxy-5-methoxyphenyl)ethan-1-on |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 46,5 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 167 |
| Physical Description | Yellow crystalline powder[Alfa Aesar MSDS] |
| Kovats Retention Index | 14161422.31461.3 |
| Schmelzpunkt | 52 °C(lit.) |
| Siedepunkt | 254.38°C (rough estimate) |
| Dichte | 1.1708 (rough estimate) |
| Brechungsindex | 1.5500 (estimate) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Inert atmosphere,Room Temperature |
| Löslichkeit | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. |
| Aggregatzustand | Crystalline Powder |
| pKa (Säurekonstante) | 10.65±0.18(Predicted) |
| Farbe | Yellow |
| Geruch | Aromatic, somewhat medicinal, warm, woody -the herbaceous odour of good tenacity. |
| BRN | 1239364 |
| InChI | 1S/C9H10O3/c1-6(10)8-5-7(12-2)3-4-9(8)11/h3-5,11H,1-2H3 |
| InChIKey | MLIBGOFSXXWRIY-UHFFFAOYSA-N |
| SMILES | COc1ccc(O)c(c1)C(C)=O |
| CAS Datenbank | 705-15-7(CAS DataBase Reference) |
| NIST chemische Informationen | Ethanone, 1-(2-hydroxy-5-methoxyphenyl)-(705-15-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H318 (83.3%): Causes serious eye damage [Danger Serious eye damage/eye irritation]H319 (16.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (97.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Gefahrenübersicht | A skin and strong eye irritant[Alfa Aesar MSDS] See Acetophenone. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%)Eye Dam. 1 (83.3%)Eye Irrit. 2 (16.7%)STOT SE 3 (97.9%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29145090 |
| R-Sätze (R) | 37/38-41-36/37/38 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-37/39-36/37/39-22 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Dam. 1Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Verwenden
2′-Hydroxy-5′-methoxyacetophenone is observed as a side reaction product of elbs persulphate oxidation of phenols. 2-Hydroxy-5-methoxyacetophenone is also used to prepare substituted chromanone and chromone derivatives as sirtuin 2-selective inhibitors.
Herstellung & Synthese
synthetische
reparation by reaction of dimethyl sulfate on 2,5-dihydroxyacetophenone, with potassium carbonate in acetone at r.t. (74%) ; with aqueous sodium hydroxide solution at reflux (35%).