82799-44-8

Basic information

• Product Name: 2,4-Diethyl-9H-thioxanthen-9-one
• Synonyms: 2,4-DIETHYLTHIOXANTHEN-9-ONE;2,4-DIETHYLTHIOXANTHONE;2,4-DIETHYL-9H-THIOXANTHEN-9-ONE;DETX;SYNCURE DETX;Diethylthioxanthenone;2,4-DIETHYL-9H-THIOXANTHEN-9-ONE [DETX];2,4-Diethylthioxanthenone
• CAS NO: 82799-44-8
• Molecular Formula: C₁₇H₁₆OS
• Molecular Weight: 268.37
• EINECS: 280-041-0
• Product Categories: Functional Materials;Photopolymerization Initiators;Organic Photoinitiators;Polymerization Initiators;Thioxanthones
• Mol File: 82799-44-8.mol

Chemical Properties

• Melting Point: 66-70 °C(lit.)
• Boiling Point: 427.9 ºC at 760 mmHg
• Flash Point: 237.3 ºC
• Appearance: pale yellow powder
• Density: 1.178 g/cm³
• Vapor Pressure: 1.58E-07mmHg at 25°C
• Refractive Index: 1.631
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility: 8μg/L at 25℃
• CAS DataBase Reference: 2,4-Diethyl-9H-thioxanthen-9-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Diethyl-9H-thioxanthen-9-one(82799-44-8)
• EPA Substance Registry System: 2,4-Diethyl-9H-thioxanthen-9-one(82799-44-8)

Safety Data

• Safety Statements: 24/25
• WGK Germany: 3
• Hazardous Substances Data: 82799-44-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2,4-Diethyl-9H-thioxanthen-9-one is used as an important organic intermediate for the synthesis of substituted thioxanthen products. Its unique structure allows for the creation of a wide range of derivatives with potential applications in various fields.
Used in Photoinitiators:
2,4-Diethyl-9H-thioxanthen-9-one is used as a photoinitiator in the field of polymer chemistry. It plays a crucial role in initiating the polymerization process under exposure to ultraviolet or visible light, enabling the formation of polymers with specific properties for various applications.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C17H16OS/c1-3-11-9-12(4-2)17-14(10-11)16(18)13-7-5-6-8-15(13)19-17/h5-10H,3-4H2,1-2H3

Upstream product

• 141-93-5 m-diethylbenzene 
• 527-89-9 dithiosalicylic acid 
• 119-80-2 2,2'-dithiobenzoic acid 
• 98-07-7 Benzotrichlorid 

Relevant articles and documents

Preparation method of thioxanthone photoinitiator

The invention relates to a preparation method of a thioxanthone photoinitiator, particularly relates to a preparation method of 2,4-diethyl thioxanthone and isopropyl thioxanthone, and is characterized in that the 2,4-diethyl thioxanthone and isopropyl thioxanthone are prepared by taking dithiosalicylic acid as a raw material and adopting a combined catalyst, and the 2,4-diethyl thioxanthone and isopropyl thioxanthone are both thioxanthone photoinitiators. According to the method, the catalyst can be recycled and reused, and meanwhile, the defects that a large amount of sulfuric acid is used and a large amount of sulfonation byproducts are generated in the reaction in the traditional process are avoided. According to the method, the raw materials are cheap and easy to obtain, the yield is high, the catalyst can be recycled and continuously used, and the preparation method is cheap, environmentally friendly, easy to operate and suitable for industrialization.

Ultraviolet-light-induced aerobic oxidation of benzylic C(sp3)-H of alkylarenes under catalyst- and additive-free conditions

A mild and efficient system has been discovered for the synthesis of α-aryl carbonyl compounds via oxidation of benzylic C–H to C[dbnd]O bonds. This ultraviolet-light-mediated oxygenation reaction exhibited excellent substrate scope including various xanthenes, thioxanthenes and 9, 10-dihydroacridines and afforded the corresponding ketones with good to excellent yields under catalyst- and additive-free conditions at room temperature.

One-pot synthesis technology of photo initiator 2,4-diethylthioxanthone

The invention discloses a one-pot synthesis technology of a photo initiator 2,4-diethylthioxanthone. The invention belongs to the field of fine chemical engineering, and specifically relates to a one-pot synthesis technology of a photo initiator 2,4-diethylthioxanthone. According to the technology, thiosalicylic acid (or dithiosalicylic acid) and 1,3-diethylbenzene are taken as the raw materials,concentrated sulfuric acid is taken as a catalyst and a solvent, and under the action of a co-catalyst, condensation reactions are carried out for 4 to 8 hours at a temperature of 0-70 DEG C. Post treatment technologies (condensation, extraction, concentration, and recrystallization) are carried out in one reaction unit; the obtained product is filtered and dried to obtain high purity 2,4-diethylthioxanthone. The technology has the advantages of good selectivity, low reaction temperature, short reaction time, high yield, simple and convenient operation, and high efficiency of single kettle, the equipment investment, the energy consumption, the operation strength, and the production cost are reduced, and the technology is suitable for industrial production.

Novel thioxanthone compound synthesis method

The invention belongs to the technical field of synthesis and discloses a novel thioxanthone compound synthesis method. The method includes steps: sequentially adding alkali and o-chlorobenzoic acid into a solvent, stirring to enable neutralization reaction, dropwise adding alkyl thiophenol into a reaction system after heat release stops in neutralization reaction, heating to 120-220 DEG C, keeping the temperature, and performing etherification reaction for 8-12h; after etherification reaction is finished, cooling to the room temperature, starting tail gas absorption, keeping the pressure of the reaction system in a range from -0.03 to -0.08Mpa, dropwise adding concentrated sulfuric acid into etherified liquid, performing thermal reaction at 20-60 DEG C for 3-7h, and dropwise adding a dehydrating agent into the reaction system in the reaction process to remove water generated in cyclization reaction; adding water into reaction liquid after reaction, stirring, standing for layering, andsubjecting organic supernatant to solvent removal and recrystallization to obtain a target product namely a thioxanthone compound. The total product yield is high, sulfuric acid solution containing potassium hydrogen sulfate is a byproduct, and easiness in treatment and recovery and environmental friendliness are realized.

Visible-Light-Induced Aerobic Oxidation of Benzylic C(sp 3)-H of Alkylarenes Promoted by DDQ, tert -Butyl Nitrite, and Acetic Acid

A visible-light photocatalytic aerobic oxidation of benzylic C(sp 3)-H bonds proceeded in the presence of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, tert -butyl nitrite, and acetic acid. Advantages of this aerobic oxidation method include its relatively mild conditions, the use of visible-light irradiation instead of conventional thermal methods, the use of a low catalyst loading, and the ability to oxidize a range of alkylarenes, including xanthenes, thioxanthenes, and 9,10-dihydroacridines, to the corresponding ketones in excellent yields.

A sulfur mixed anthracene compound photocatalytic oxidation synthesis method (by machine translation)

The present invention discloses a sulfur mixed anthracene compound photocatalytic oxidation synthesis method, sulfur mixed anthracene compound as a reaction substrate, in order to 2, 3 - dichloro - 5, 6 - dinitrile - 1, 4 - benzoquinone (DDQ) and tert-butyl nitrite (TBN) as catalyst, in order to acetic acid as the reaction additive, to oxygen as the oxidizing agent, the reaction substrate in 1, 2 - dichloroethane in the solvent, and the blue light illumination at normal temperature and under the conditions of reaction, after the reaction is completed after the separation and processed to obtain the sulfur mixed anthracene compound. The synthesizing method of the invention, in order to light the reaction to replace the traditional heating reaction, the energy can be saved; without the use of a transition metal catalyst; under the condition of optimizing, the yield is high. (by machine translation)

Solid acid based catalytic synthesis method for photoinitiator DETX (2,4-diethyl thioxanthone)

The invention discloses a solid acid based catalytic synthesis method for photoinitiator DETX (2,4-diethyl thioxanthone). According to the method, solid acid is taken as a catalyst, dithiosalicylic acid and m-diethylbenzene are added to a reaction kettle containing an organic solvent for a reaction, and the required product, namely, the photoinitiator DETX is obtained through extraction, recrystallization, filtering and drying. Compared with the prior art, the yield is increased, side reactions are reduced greatly, and the method is suitable for industrialization and environmentally friendly.

Preparation methods of acyl chloride and thioxanthone

The present invention relates to the field of fine chemicals and pharmaceutical chemicals, particularly to new economical preparation process technologies of ortho-chlorosulfenyl aroyl chloride and thioxanthone compounds, and applications of the thioxanthone compounds in synthesis of photoinitiators or other new material chemicals.

Method for catalytic oxidization synthesis of anthone compound

The invention discloses a method for catalytic oxidation synthesis of an anthone compound. The method is carried out according to the following steps: adding an anthene compound, Fe(NO3)3*9H2O and a fluorine-containing inorganic salt into an acetonitrile solvent, and performing a reaction for 2-12h at 75-85 DEG C under a normal pressure oxygen condition to obtain the anthone compound, wherein the mass ratio of the reaction substrate namely the anthone compound, Fe(NO3)3*9H2O and the fluorine-containing inorganic salt is 100:(8-15):(15-30), and after the completion of the reaction, the anthone compound can be obtained by adopting conventional column separation purification. The method provided by the invention is simple, convenient and safe to operate, and has the following beneficial effects: A) clean oxygen is used as an oxidant in the method, so that the environmental cost is greatly reduced; and B) Fe(NO3)3*9H2O is used as a catalyst in the method, so that the cost is low.

New acid photogenerators based on thioxanthen-9-one sulfonium derivatives for detritylation in the oligonucleotide synthesis

Photochemical activity of a number of cationic thioxanthen-9-one derivatives for the formation of the trityl cation was studied, which resulted in the selection of compounds suitable for photodetritylation. 10-(4-Heptyloxyphenyl)-9-oxo-2-(N,N,N-triethylammonio)methyl-9H-thioxanthenium bis(hexafluorophosphate) and 2-methyl-, 2-(2-methyl-1-propanoyl-2-tosyl)-, 1-chloro-4-propoxy-, and 2,4-diethyl-10-(4-heptyloxyphenyl)-9-oxo-9H- thioxanthenium hexafluorophosphates were found to be photoactivators of detritylation of 5′-O-(4,4′-dimethoxytrityl)thymidine. The detritylation reaction is the most efficient in dichloromethane. 2,4-Diethyl-10-(4-heptyloxyphenyl)-9-oxo-9H-thioxanthenium hexafluorophosphate was used as a detritylation photoactivator in the oligonucleotide synthesis using an automated DNA synthesizer. The yield in the elongation step of the oligonucleotide chain was 98%.