3',4'-Dihydroxypropiophenone
Dopamine Impurity · Erlotinib Impurity 124 · 3,4-DIHYDROXYPROPIOPHENONE · 3’,4’-dihydroxy-propiophenon · 3',4'-Dihydroxypropiophenone · 3',4'-Dihydroxypropiophenone,98% · 1-(3,4-dihydroxyphenyl)-1-propanon · 1-(3,4-Dihydroxyphenyl)-1-propanone
Identifikatoren & physikalische Daten
| CAS No. | 7451-98-1 |
|---|---|
| Summenformel | C9H10O3 |
| Durchschnittliche Molmasse | 166,17 g/mol |
| Monoisotopische Masse | 166,06299418 g/mol |
| SMILES | CCC(=O)c1ccc(O)c(O)c1 |
| InChIKey | HNWIHBDMOYWCGX-UHFFFAOYSA-N |
| PubChem CID | 96267 |
| EC No. | 678-938-0 |
| DTXSID | DTXSID60225510 |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 57,5 |
| H-Brücken-Donoren | 2 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 167 |
| Schmelzpunkt | 145-146°C |
| Siedepunkt | 375.1±27.0 °C(Predicted) |
| Dichte | 1.237±0.06 g/cm3(Predicted) |
| pKa (Säurekonstante) | 8.75±0.31(Predicted) |
| InChI | InChI=1S/C9H10O3/c1-2-7(10)6-3-4-8(11)9(12)5-6/h3-5,11-12H,2H2,1H3 |
| InChIKey | HNWIHBDMOYWCGX-UHFFFAOYSA-N |
| SMILES | C(C1=CC=C(O)C(O)=C1)(=O)CC |
| CAS Datenbank | 7451-98-1(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): 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 4 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| R-Sätze (R) | 36/37/38 |
| Sicherheitshinweise (S) | 26-36/37/39 |
Anwendungen & Verwendung
Verwenden
It is an important raw material and intermediate used in organic Synthesis, pharmaceuticals, agrochemicals and dyestuff.
Herstellung & Synthese
synthetische
Obtained by Fries rearrangement of pyrocatechol dipropio-nate with aluminium chloride in chlorobenzene at 80° for 2 h (84%) or in nitrobenzene at 100° for 15 min;Obtained by Fries rearrangement of pyrocatechol dipropionate with aluminium chloride in the presence of pyrocatechol, in nitrobenzene at 80° for 1 h (37%) or in nitromethane at r.t. for 72 h (76%) Also obtained by Fries rearrangement of o-methoxyphenyl propionate (1 mol) by aluminium chloride (2 mol) without solvent at 140° for 2 h (51–55%) or in nitrobenzene at 80° for 30–60 min. A demethylation occurs during the reaction. Also obtained by acylation of pyrocatechol with propionic acidin the presence of boron trifluoride, at 150° for 2 h in a sealed tube (36%)in the presence of polyphosphoric acid for 15 min in a boiling water bath (12%) Preparation by demethylation of 4-hydroxy-3-methoxypropiophenone with refluxing pyridinium chloride for 10 min (80%) Also obtained when propiovanillone was heated with an alkali sulfide under conditions used in the kraft cooking process.