Thioxanthen-9-on

Thioxanthone

HCID 10295CAS 492-22-8

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Grundinformationen

Standard-SMILES: O=c1c2ccccc2sc2ccccc12
InChIKey: YRHRIQCWCFGUEQ-UHFFFAOYSA-N
Summenformel: C13H8OS
Durchschnittliche Molmasse: 212,27 g/mol
Monoisotopische Masse: 212,02958588

Überblick

structure in first source

Namen und Bezeichner

Bevorzugter Name: Thioxanthone
IUPAC: thioxanthen-9-one
Lokaler Name: Thioxanthen-9-on
Englischer Name: Thioxanthen-9-one
Summenformel: C13H8OS
Molmasse: 212.27

Namen und Synonyme

Thioxanthen-9-one492-22-89H-THIOXANTHEN-9-ONEThioxanthone9-ThioxanthoneThiaxanthenoneThioxanthenoneThiaxanthon9H-Thioxanthene, 9-oxo-EOK1SAC304NSC-15912NSC-658181

Weitere Namen anzeigen

9-THIOXANTHENONE9-thione1-xanthenone

DTXSID8060082RefChem:189678DTXCID0040674207-749-4ThiaxanthoneThioxanthene-9-one9-Oxothioxanthene10-Thioxanthone

Datenbank-Bezeichner

CAS: 492-22-8
PubChem CID: 10295
DTXSID: DTXSID8060082
ChEMBL: CHEMBL83371
UNII: EOK1SAC304
EC Number: 207-749-4
Nikkaji: J1.555E

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 4
Polarare Oberfläche (TPSA): 42,4 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 0
Schwere Atome: 15
Formalladung: 0
Komplexität: 239

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Other Aromatic Compounds

SpringerMaterials PropertiesSchoenflies notation

Vapor Pressure0.0000135 [mmHg]

Physical DescriptionYellow solid; [Merck Index] Light yellow crystalline solid; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt: 210 · 210-213 °C(lit.)
Siedepunkt: 371 · 371-373 °C715 mm Hg(lit.)
Dichte: 1.2247 · 1.2247 (rough estimate)
Brechungsindex: 1.57 · 1.5700 (estimate)
Flammpunkt: 371 · 371-373°C/715mm
storage temp.: 2 · 2-8°C
Löslichkeit: Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand: Solid
Farbe: Pale Yellow to Light Yellow
Wasserlöslichkeit: practically insoluble
Merck: 14 · 14,9369
BRN: 140978 · 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 · 492-22-8(CAS DataBase Reference)
NIST chemische Informationen: Thioxanthone(492-22-8)
EPA chemische Informationen: Thioxanthone (492-22-8)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 3 Einträge

This chemical does not meet GHS hazard criteria for 97.4% (37 of 38) of all reports.

Not Classified

Aggregated GHS information provided per 38 reports by companies from 2 notifications to the ECHA C&L Inventory.

Gefahrenhinweise

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesNot Classified

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29349990
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant
safety_code: 22-24/25-37/39-26
Speicherklasse: 13 - Non Combustible Solids

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing Information9H-Thioxanthen-9-one: ACTIVE

Anwendungen · 2 Einträge

BeschreibungThioxanthone 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.

VerwendenThioxanthen-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.