18232-03-6

Basic information

• Product Name: 2-(Phenylthio)-p-benzoquinone
• Synonyms: 2-(Phenylthio)-2,5-cyclohexadiene-1,4-dione;2-(Phenylthio)-p-benzoquinone
• CAS NO: 18232-03-6
• Molecular Formula: C₁₂H₈O₂S
• Molecular Weight: 216.2557
• Mol File: 18232-03-6.mol
• Article Data: 12

Chemical Properties

• Boiling Point: 349.7°Cat760mmHg
• Flash Point: 154.4°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 4.62E-05mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: 2-(Phenylthio)-p-benzoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Phenylthio)-p-benzoquinone(18232-03-6)
• EPA Substance Registry System: 2-(Phenylthio)-p-benzoquinone(18232-03-6)

Safety Data

• Hazardous Substances Data: 18232-03-6(Hazardous Substances Data)

Usage

General Description

2-(Phenylthio)-p-benzoquinone is a chemical compound with the formula C12H8O2S. It is a type of benzoquinone, which is a class of organic compounds that are characterized by a central quinone core. The addition of the phenylthio group to the benzoquinone molecule gives it unique chemical and physical properties, making it useful for various applications. 2-(Phenylthio)-p-benzoquinone is used in the production of dyes, as well as in organic synthesis and as an intermediate in the production of pharmaceuticals. Additionally, 2-(Phenylthio)-p-benzoquinone has potential biological activity and is being studied for its potential use in medicine. However, it is important to handle this compound with care and follow proper safety precautions 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 
• 591-50-4 iodobenzene 
• 40248-84-8 3-mercaptophenol 
• 15570-12-4 3-methoxybenzenethiol 
• 123-31-9 hydroquinone 
• 98-09-9 benzenesulfonyl chloride 
• 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 
• 18231-96-4 2-(phenylthio)benzene-1,4-diol 
• 128920-14-9 2-(Naphthalen-2-ylamino)-5-phenylsulfanyl-[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 
• 145161-69-9 2-Methyl-6-phenylthio-4,7(2H)-indazolchinon 
• 145161-68-8 1-Methyl-6-phenylthio-4,7(1H)-indazolchinon 
• 26269-00-1 2-amino-4-phenylsulfanyl-benzothiazol-6-ol 
• 1237746-86-9 2-(phenylthio)-5-(2-acetylanilino)-1,4-benzoquinone 
• 115148-12-4 (3aS*,8bS*)-dihydro-7-hydroxy-8-phenylsulfinylfuro<3,2-b>benzo<2,1-d>furan-2(3H)-one 
• 19349-45-2 2-Phenylthio-1.4.5-triacetoxy-benzol 

Relevant articles and documents

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.

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