| Identification | More | [Name]
Thioxanthen-9-one | [CAS]
492-22-8 | [Synonyms]
9H-THIOXANTHEN-9-ONE
9-OXOTHIOXANTHENE
9-THIOXANTHENONE
9-THIOXANTHONE
THIOXANTHEN-9-ONE
THIOXANTHONE
9H-Thioxanthene, 9-oxo-
Thiaxanthenone
Thiaxanthon
Thiaxanthone
Thioxanthene, 9-oxo-
Thioxanthene-9-one
Thioxanthenone
Thioxanthen-9-one,98%
Thioxanthen-9-one 97%
THIOXANTHAN-9-ONE
9-Oxothioxanthene, Thioxanthen-9-one
9-Oxothioxanthene, Thioxanthone | [EINECS(EC#)]
207-749-4 | [Molecular Formula]
C13H8OS | [MDL Number]
MFCD00005066 | [Molecular Weight]
212.27 | [MOL File]
492-22-8.mol |
| Chemical Properties | Back Directory | [Appearance]
slightly yellow crystalline powder | [Melting point ]
210-213 °C(lit.)
| [Boiling point ]
371-373 °C715 mm Hg(lit.)
| [density ]
1.2247 (rough estimate) | [refractive index ]
1.5700 (estimate) | [Fp ]
371-373°C/715mm | [storage temp. ]
2-8°C | [solubility ]
Chloroform (Slightly), Methanol (Slightly) | [form ]
neat | [color ]
Pale Yellow to Light Yellow | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
practically insoluble | [Merck ]
14,9369 | [BRN ]
140978 | [InChIKey]
YRHRIQCWCFGUEQ-UHFFFAOYSA-N | [CAS DataBase Reference]
492-22-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Thioxanthone(492-22-8) | [EPA Substance Registry System]
492-22-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Description]
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. | [Chemical Properties]
slightly yellow crystalline powder | [Uses]
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. | [Synthesis Reference(s)]
Tetrahedron Letters, 35, p. 2195, 1994 DOI: 10.1016/S0040-4039(00)76794-3 | [Purification Methods]
It forms yellow needles from CHCl3 or EtOH and sublimes in vacuo. It is soluble in CS2, hot AcOH, and dissolves in conc H2SO4 to give a yellow colour with green fluorescence in VIS light. The sulfone has m 187o (from EtOH), and the hydrazone has m 115o (yellow leaflets from EtOH/*C6H6). The oxime has m 194-196o (from pet ether). [Szmant et al. J Org Chem 18 745 1953, Ullmann et al. Chem Ber 49 2509 1916, NMR: Sharpless et al. Org Magn Res 6 115 1974, Beilstein 17 H 357, 17 I 191, 17 III/IV 5302, 17/10 V 437.] |
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