40478-82-8

Basic information

• Product Name: 2-methoxy-9H-thioxanthen-9-one
• Synonyms: 2-methoxy-9H-thioxanthen-9-one;2-methoxythioxanthen-9-one
• CAS NO: 40478-82-8
• Molecular Formula: C₁₄H₁₀O₂S
• Molecular Weight: 242.293
• EINECS: 254-937-7
• Mol File: 40478-82-8.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 421.6°C at 760 mmHg
• Flash Point: 215.6°C
• Appearance: /
• Density: 1.302g/cm³
• Vapor Pressure: 2.57E-07mmHg at 25°C
• Refractive Index: 1.661
• CAS DataBase Reference: 2-methoxy-9H-thioxanthen-9-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methoxy-9H-thioxanthen-9-one(40478-82-8)
• EPA Substance Registry System: 2-methoxy-9H-thioxanthen-9-one(40478-82-8)

Safety Data

• Hazardous Substances Data: 40478-82-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C14H10O2S/c1-16-9-6-7-13-11(8-9)14(15)10-4-2-3-5-12(10)17-13/h2-8H,1H3

Upstream product

• 128958-85-0 2-(4-methoxyphenylthio)benzaldehyde 
• 696-63-9 4-Methoxybenzenethiol 
• 100-52-7 benzaldehyde 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 147-93-3 Thiosalicylic acid 
• 86-39-5 2-Chlorothioxanthone 
• 31696-67-0 2-hydroxy thioxanthone 
• 74-88-4 methyl iodide 
• 67-56-1 methanol 
• 83986-17-8 2-(2-Flurophenylthio)-5-methoxybenzaldehyde 
• 7507-86-0 2-bromo-5-methoxy-benzaldehyde 
• 2557-78-0 2-fluorothiophenol 
• 696-62-8 para-iodoanisole 
• 43183-12-6 2-(4-Methoxyphenylthio)benzoyl chloride 

Downstream Products

• 4295-63-0 2-Methoxy-10-(3-dimethylamino-propyl)-10-hydroxy-thioxanthen 

Relevant articles and documents

[RuCl2(p-cymene)2]2 catalyzed cross dehydrogenative coupling (CDC) toward xanthone and fluorenone analogs through intramolecular C-H bond functionalization reaction

A synthetic approach toward xanthone and fluorenone derivatives through ruthenium catalyzed intra-molecular C-H bond functionalization using an external oxidant has been developed. In the presence of [RuCl2(p-cymene)2]2, a variety of substituted ortho-aryloxy/aryl benzaldehydes underwent cross dehydrogenative coupling to afford the corresponding analogs in moderate to good yields.

Rational design of triplet sensitizers for the transfer of excited state photochemistry from UV to visible

Time Dependent Density Functional Theory has been used to assist the design and synthesis of a series thioxanthone triplet sensitizers. Calculated energies of the triplet excited state (ET) informed both the type and position of auxochromes placed on the thioxanthone core, enabling fine-tuning of the UV-vis absorptions and associated triplet energies. The calculated results were highly consistent with experimental observation in both the order of the λmax and ET values. The synthesized compounds were then evaluated for their efficacies as triplet sensitizers in a variety of UV and visible light preparative photochemical reactions. The results of this study exceeded expectations; in particular [2 + 2] cycloaddition chemistry that had previously been sensitized in the UV was found to undergo cycloaddition at 455 nm (blue) with a 2- to 9-fold increase in productivity (g/h) relative to input power. This study demonstrates the ability of powerful modern computational methods to aid in the design of successful and productive triplet sensitized photochemical reactions.

Synthesis of spirocyclic diarylfluorenes by one-pot twofold SNAr reactions of diaryl sulfones with diarylmethanes

Treatment of dibenzothiophene dioxides with cyclic diarylmethanes in the presence of KN(SiMe3)2 results in the formation of fluorene-based spirocyclic tetraarylmethanes in a single operation. The transformation would proceed via an intermolecular SNAr reaction of the dioxides with cyclic diarylmethylpotassium followed by intramolecular SNAr cyclization. This straightforward strategy provides a wide range of spirocyclic diarylfluorenes including unusual ones that are otherwise difficult to synthesize.