20077-10-5

Basic information

• Product Name: 2-BROMO-10-THIAXANTHENONE
• Synonyms: 2-BROMO-10-THIAXANTHENONE;2-bromothioxanthen-9-one
• CAS NO: 20077-10-5
• Molecular Formula: C₁₃H₇BrOS
• Molecular Weight: 293.17896
• Mol File: 20077-10-5.mol
• Article Data: 15

Chemical Properties

• Melting Point: 233-234 °C(Solv: acetic acid (64-19-7))
• Boiling Point: 422.0±44.0 °C(Predicted)
• Appearance: /
• Density: 1.633±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-BROMO-10-THIAXANTHENONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-10-THIAXANTHENONE(20077-10-5)
• EPA Substance Registry System: 2-BROMO-10-THIAXANTHENONE(20077-10-5)

Safety Data

• Hazardous Substances Data: 20077-10-5(Hazardous Substances Data)

Usage

Description

2-Bromo-10-thiaxanthenone, also known as 2-bromo-10H-thioxanthen-9-one, is a chemical compound belonging to the family of xanthenes, which are polycyclic aromatic compounds containing a xanthene moiety. It is characterized by the presence of a bromine atom and a sulfur atom in its structure. With a molecular formula of C14H9BrOS, this compound is primarily used for research purposes and has been identified as an environmental contaminant and a genotoxicant. Due to its potential health hazards, it requires careful handling. However, specific properties such as melting and boiling points, and detailed information about its toxicity are not readily available in scientific literature.

Uses

Used in Environmental Research:
2-Bromo-10-thiaxanthenone is used as a research compound for studying its role as an environmental contaminant. Understanding its presence, distribution, and impact on the environment is crucial for developing strategies to mitigate its potential harmful effects.
Used in Toxicology Studies:
As a genotoxicant, 2-Bromo-10-thiaxanthenone is utilized in toxicology research to investigate its potential to cause damage to DNA, which may lead to mutations and contribute to the development of various diseases, including cancer. This research helps in assessing the risks associated with exposure to this compound and informs safety guidelines for its handling and disposal.
Used in Chemical Synthesis:
2-Bromo-10-thiaxanthenone may also be used as a starting material or intermediate in the synthesis of other chemical compounds with potential applications in various industries, such as pharmaceuticals, materials science, or agrochemicals. Its unique structure and properties make it a valuable component in the development of new molecules with specific functions or therapeutic effects.

Upstream product

• 33923-98-7 2-amino-9H-thioxanthen-9-one 
• 106-53-6 para-bromobenzenethiol 
• 88-67-5 2-Iodobenzoic acid 
• 13420-76-3 2-(4-bromo-phenylsulfanyl)benzoic acid 
• 139009-34-0 2-[(4-bromophenyl)sulfanyl]benzaldehyde 
• 492-22-8 thio-xanthene-9-one 
• 108-86-1 bromobenzene 
• 147-93-3 Thiosalicylic acid 

Downstream Products

• 957003-90-6 C₃₁H₃₇NO₄SSi 
• 1007106-57-1 C₃₂H₃₉NO₄SSi 
• 1007106-60-6 C₃₅H₄₅NO₄SSi 

Relevant articles and documents

A highly efficient purely organic room-temperature phosphorescence film based on a selenium-containing emitter for sensitive oxygen detection

Developing purely organic room-temperature phosphorescence (RTP) materials with high phosphorescence efficiency in film states is important for their applications but remains a great challenge. Herein, a donor-acceptor type RTP molecule (SeX-CzPh) with 9H-selenoxanthen-9-one and 9-phenyl-9H-carbazole as the acceptor and donor units, respectively, is designed and synthesized.SeX-CzPhshows a high phosphorescence quantum yield of 44.3% in a doped polystyrene film at room temperature, which is 4-fold higher than that of its analogueTX-CzPhwith 9H-thioxanthene-9-one as the acceptor unit. The heavy selenium atom plays a key role in achieving high phosphorescence quantum yields, owing to the effective ISC process through strong spin-orbit coupling. Moreover, theSeX-CzPh-based oxygen film sensor exhibits a wide detection range (0-2.1 × 105ppm), a highKSV(1.27 × 10?4ppm?1) and a low detection limit (4.9 ppm). This work demonstrates that 9H-selenoxanthen-9-one is a promising building block for the rational design of highly efficient purely organic RTP materials.

Evaluating brominated thioxanthones as organo-photocatalysts

Bromination of the widely used triplet sensitizer thioxanthone extends the absorption spectrum into the visible range with only minor loss of lowest triplet state energy (3?kcal/mol for di-bromination). Because of bromine substitution, a slight increase in triplet quantum yield was observed. The di-brominated derivative was effective as organo-photocatalyst in performing [2?+?2] cross-photocycloaddition of acrylimide-based compounds under visible light irradiation.

Formation and Disproportionation of Xanthenols to Xanthenes and Xanthones and Their Use in Synthesis

A facile and versatile strategy employing TiCl4-mediated cyclization followed by a Cannizzaro reaction has been developed for the synthesis of various xanthene derivatives. The reaction proceeded smoothly to afford both xanthenes/xanthones or their sulfur derivatives and tolerated a wide range of electronically diverse substrates. Using this methodology, pranoprofen was synthesized in three steps in 59% overall yield from commercially available starting materials.