Thioxanthen-9-on
THIOXANTHONE · 9H-THIOXANTHEN-9-ONE · Thioxanthenone · Thiaxanthenone · Thiaxanthon · Thiaxanthone · 9-THIOXANTHENONE · Thioxanthene-9-one
Identifikatoren & physikalische Daten
| CAS No. | 492-22-8 |
|---|---|
| Summenformel | C13H8OS |
| Durchschnittliche Molmasse | 212,27 g/mol |
| Monoisotopische Masse | 212,02958588 g/mol |
| SMILES | O=c1c2ccccc2sc2ccccc12 |
| InChIKey | YRHRIQCWCFGUEQ-UHFFFAOYSA-N |
| PubChem CID | 10295 |
| ChEMBL | CHEMBL83371 |
| EC No. | 207-749-4 |
| DTXSID | DTXSID8060082 |
| Lokaler Name | Thioxanthen-9-on |
Chemische & physikalische Eigenschaften
| XLogP | 4 |
|---|---|
| Polarare Oberfläche (TPSA) | 42,4 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 15 |
| Formalladung | 0 |
| Komplexität | 239 |
| Stoffklassen | Other Classes -> Other Aromatic Compounds |
| SpringerMaterials Properties | Schoenflies notation |
| Dampfdruck | 0.0000135 [mmHg] |
| Physical Description | Yellow solid[Merck Index] Light yellow crystalline solid[Sigma-Aldrich MSDS] |
| Schmelzpunkt | 210-213 °C(lit.) |
| Siedepunkt | 371-373 °C715 mm Hg(lit.) |
| Dichte | 1.2247 (rough estimate) |
| Brechungsindex | 1.5700 (estimate) |
| Flammpunkt | 371-373°C/715mm |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | Chloroform (Slightly), Methanol (Slightly)practically insoluble |
| Aggregatzustand | Solid |
| Farbe | Pale Yellow to Light Yellow |
| Merck | 14,9369 |
| BRN | 140978 |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| InChI | 1S/C13H8OS/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H |
| InChIKey | YRHRIQCWCFGUEQ-UHFFFAOYSA-N |
| SMILES | O=C1c2ccccc2Sc3ccccc13 |
| CAS Datenbank | 492-22-8(CAS DataBase Reference) |
| NIST chemische Informationen | Thioxanthone(492-22-8) |
| EPA chemische Informationen | Thioxanthone (492-22-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 97.4% (37 of 38) of all reports.Not ClassifiedAggregated GHS information provided per 38 reports by companies from 2 notifications to the ECHA C&L Inventory. |
|---|---|
| Gefahrenübersicht | May cause irritation[Sigma-Aldrich MSDS] |
| Hazard Classes and Categories | Not Classified |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29349990 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 22-24/25-37/39-26 |
| Lagerklasse | 13 - Non Combustible Solids |
Anwendungen & Verwendung
Beschreibung
Thioxanthone is a heterocyclic compound that is a sulfur analog of xanthone.Thioxanthone can be prepared by the reaction of diphenyl sulfide with phosgene in the presence of catalytic aluminium chloride. This synthesis can be seen as a special case of the Friedel-Crafts acylation. The reduction product is thioxanthene.Thioxanthone dissolves in concentrated sulfuric acid to give a yellow colored liquid with intense green fluorescence. A mixture of the thioxanthone derivatives of 2- and 4-isopropylthioxanthone (ITX) is used in the printing industry. Pharmaceutical drugs that are derivatives of thioxanthone include hycanthone and lucanthone.
Verwenden
Thioxanthen-9-one is a reagent and a starting material for the synthesis of Metixene Hydrochloride. It is also used for highly functional group tolerant and chemoselective oxidation of aromatic or aliphatic sulfides to sulfoxides with hydrogen peroxide.