18232-03-6

Usage

Uses

Used in Dye Production:
2-(Phenylthio)-p-benzoquinone is used as a chemical intermediate in the production of dyes, leveraging its unique properties to contribute to the color and stability of the dyes.
Used in Organic Synthesis:
In the field of organic synthesis, 2-(Phenylthio)-p-benzoquinone serves as a versatile intermediate, facilitating the creation of various organic compounds through its reactivity and structural features.
Used in Pharmaceutical Production:
2-(Phenylthio)-p-benzoquinone is utilized as an intermediate in the production of pharmaceuticals, where its unique properties can be harnessed to develop new drugs with specific therapeutic effects.
Used in Medical Research:
Due to its potential biological activity, 2-(Phenylthio)-p-benzoquinone is being studied for its possible applications in medicine, exploring its effects and interactions within biological systems.
It is crucial to handle 2-(Phenylthio)-p-benzoquinone with care and adhere to safety protocols due to its potential toxicity.

InChI:InChI=1/C12H8O2S/c13-9-6-7-11(14)12(8-9)15-10-4-2-1-3-5-10/h1-8H

Upstream product

• 108-98-5 thiophenol 
• 106-51-4 p-benzoquinone 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 123-31-9 hydroquinone 
• 40248-84-8 3-mercaptophenol 
• 15570-12-4 3-methoxybenzenethiol 
• 98-09-9 benzenesulfonyl chloride 
• 591-50-4 iodobenzene 
• 18231-96-4 2-(phenylthio)benzene-1,4-diol 
• 64-17-5 ethanol 
• 128222-55-9 1,4-diacetoxy-2-phenylsulfanyl-benzene 

Downstream Products

• 139592-95-3 2-Methyl-5-phenylthio-2H-isoindol-4,7-dion 
• 131148-48-6 3-Nitro-7-phenylsulfanyl-benzofuran-5-ol 
• 115148-07-7 2-(phenylsulfinyl)-1,4-benzoquinone 
• 95333-41-8 6-Phenylsulfanyl-1,4,4a,8a-tetrahydro-1,4-methano-naphthalene-5,8-dione 
• 18231-96-4 2-(phenylthio)benzene-1,4-diol 
• 128920-06-9 2-Phenylsulfanyl-5-p-tolylamino-[1,4]benzoquinone 
• 128920-05-8 5-Anilino-2-phenylthio-1,4-benzoquinone 
• 128920-12-7 2-(3-Chloro-phenylamino)-5-phenylsulfanyl-[1,4]benzoquinone 
• 128920-13-8 2-Phenylsulfanyl-5-m-tolylamino-[1,4]benzoquinone 
• 128920-10-5 2-Phenylsulfanyl-5-o-tolylamino-[1,4]benzoquinone 
• 128920-09-2 2-(4-Bromo-phenylamino)-5-phenylsulfanyl-[1,4]benzoquinone 
• 1237746-86-9 2-(phenylthio)-5-(2-acetylanilino)-1,4-benzoquinone 
• 26269-00-1 2-amino-4-phenylsulfanyl-benzothiazol-6-ol 
• 115148-12-4 (3aS*,8bS*)-dihydro-7-hydroxy-8-phenylsulfinylfuro<3,2-b>benzo<2,1-d>furan-2(3H)-one 

Relevant academic research and scientific papers

Copper and triphenylphosphine-promoted sulfenylation of quinones with arylsulfonyl chlorides

The efficient copper and triphenylphosphine-promoted sulfenylation of quinones with arylsulfonyl chlorides has been developed under mild conditions with moderate to good yields. Significantly, this provides an alternative method to synthesise arylthioquinone derivatives. This is the first time that arylthioquinones with arylsulfonyl chlorides as starting material have been prepared, which avoids the use of the awful smelling thioalcohols and thiophenols.

Oxidative radical coupling of hydroquinones and thiols using chromic acid: One-pot synthesis of quinonyl alkyl/aryl thioethers

An efficient, simple and practical protocol for one-pot sequential oxidative radical C-H/S-H cross-coupling of thiols with hydroquinones (HQs) and oxidation leading to the formation of quinonyl alkyl/aryl thioethers using H2CrO4was developed. This cross-coupling of thiyl and aryl radicals offers mono thioethers in good to moderate yield and works well with a wide variety of thiols. Similarly, this method works well for coupling of 2-amino thiophenol and HQs to form phenothiazine-3-ones5a-c. C-S bond formationviathioether synthesis was observed using a chromium reagent for the first time. Theoretical studies on the pharmacokinetic properties of compounds5a-crevealed that due to drug-like properties, compound5bstrongly binds with Alzheimer's disease (AD) associated AChE target sites.

The convenient synthesis and reaction of 2-(arylthio)phenols under ligand-free conditions: arylthioquinone preparation through cascade C–H functionalization and oxidation from arylthiols and aryl iodides

A convenient and simple method for copper-catalyzed synthesis of 2-(arylthio)phenols through C–H functionalization of arylthiols and aryl iodides was developed under ligand-free conditions without nitrogen protection. In addition, arylthioquinone derivatives were very easily prepared for one more step of oxidation with moderate to good yields. This provide an alternative and efficient way to 2-(arylthio)phenols and arylthioquinone derivatives smoothly without using ligands and nitrogen protection or expensive arylboronic acids.

Copper-Catalyzed Reaction Cascade of Thiophenol Hydroxylation and S-Arylation through Disulfide-Directed C-H Activation

Copper-catalyzed thiophenol C-H activation is described. Through an initial attempt to conduct C-arylation with arylboronic acid, a rather surprising sequential C-H activation and S-arylation was discovered. Mechanistic investigation revealed the disulfide intermediate as the key component in directing C-H oxidation. The overall reaction proceeded under mild conditions with molecular oxygen as the oxidant. Discovery of disulfide as the directing group provides a potential new direction for catalytic C-H functionalization under mild conditions.

'On water': unprecedented nucleophilic substitution and addition reactions with 1,4-quinones in aqueous suspension

Unique nucleophilic substitution and addition reactions of 1,4-quinones in aqueous suspension with aromatic amines, primary aliphatic amines, amino acid, ester of amino acid, heterocyclic amines, hydrazine, amide, and thioethers are described in absence o

NEUROPROTECTIVE BENZO[1,3]OXATHOL-2-ONES

This invention relates to benzo[1,3]oxathiol-2-ones, derivatives, and precursors thereof, and their use as neuroprotective agents in the treatment and prevention of neuronal disorders of the central and peripheral nervous systems.

Polymer-supported hypervalent iodine reagents in 'clean' organic synthesis with potential application in combinatorial chemistry

A clean oxidation reaction of a variety of substrates using polymer-supported (diacetoxyiodo)benzene (PSDIB) which proceeds in high to excellent yield with maximum purity is described including isolation and regeneration of the polymer reagent.

Aerobic oxidation of hydroquinones to quinones catalyzed by VO(acac)2

In the presence of a catalytic amount of VO(acac)2, oxidation of hydroquinone and its derivatives with molecular oxygen at room temperature gave the corresponding quinones in moderate to high yields.

Persulfate/copper(II): A mild and efficient oxidising system for the conversion of dihydroxybenzenes to quinones

Sodium persulfate in the presence of copper(II) ions efficiently oxidises a number of o- and p-diphenols to the corresponding quinones under mild conditions.

Use of Sulfoxides as Cocatalysts in the Palladium-Quinone-Catalyzed 1,4-Diacetoxylation of 1,3-Dienes. An Example of Ligand-Accelerated Catalysis

The use of sulfinyl quinones as cocatalysts in the palladium-catalyzed 1,4-diacetoxylation of 1,3-dienes improves the stereochemical outcome of the reaction by increasing the rate of the internal migration of the acetate nucleophile.A mechansim of the int