2889-61-4

Basic information

• Product Name: 2,5-DIHYDROXYTHIOPHENOL
• Synonyms: 2,5-DIHYDROXYTHIOPHENOL;1-thio-2,5-dihydroxybenzene;2-Mercaptobenzene-1,4-diol;4-hydroxy-5-mercapto-cyclohexa-2,4-dien-1-one;4-hydroxy-5-sulfanyl-cyclohexa-2,4-dien-1-one;4-hydroxy-5-sulfanylcyclohexa-2,4-dien-1-one;1,4-Benzenediol,2-Mercapto-;2-Mercaptobenzene-1,4-diol, 2,5-Dihydroxythiophenol, 2-Sulphanylbenzene-1,4-diol
• CAS NO: 2889-61-4
• Molecular Formula: C₆H₆O₂S
• Molecular Weight: 142.18
• Mol File: 2889-61-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: 118 °C
• Boiling Point: 333.2 °C at 760 mmHg
• Flash Point: 155.3 °C
• Appearance: /
• Density: 1.437 g/cm³
• Vapor Pressure: 7.16E-05mmHg at 25°C
• Refractive Index: 1.699
• PKA: 6.69±0.48(Predicted)
• Sensitive: Stench
• CAS DataBase Reference: 2,5-DIHYDROXYTHIOPHENOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-DIHYDROXYTHIOPHENOL(2889-61-4)
• EPA Substance Registry System: 2,5-DIHYDROXYTHIOPHENOL(2889-61-4)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 2889-61-4(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis and Pharmaceutical Manufacturing:
2,5-Dihydroxythiophenol serves as a fundamental building block in organic synthesis, playing a crucial role in the creation of various pharmaceutical compounds. Its structural attributes make it a valuable intermediate for the development of new drugs.
Used in Dye Production:
In the dye industry, 2,5-dihydroxythiophenol is utilized for the production of dyes due to its chemical composition, which contributes to the color properties of the dyes.
Used in Polymer Manufacturing:
2,5-DIHYDROXYTHIOPHENOL is also employed in the synthesis of polymers, where its unique structure aids in the formation of polymer chains with specific characteristics.
Used in Specialty Chemicals Production:
2,5-Dihydroxythiophenol finds application in the production of specialty chemicals, which are often used in niche applications requiring specific chemical properties.
Used in the Food Industry:
Due to its antioxidant properties, 2,5-dihydroxythiophenol has potential use in the food industry to extend the shelf life of products and maintain their quality.
Used in the Cosmetic Industry:
Similarly, in cosmetics, the compound's antioxidant properties may be leveraged to protect products from oxidation and preserve their integrity.
Safety Note:
It is important to handle 2,5-dihydroxythiophenol with care due to its potential toxicity and irritating nature to the skin and eyes, emphasizing the need for proper safety measures during its use.

InChI:InChI=1/C6H6O2S/c7-4-1-2-5(8)6(9)3-4/h1-3,7-9H

Upstream product

• 858499-23-7 C₆H₇NO₄S 
• 106-51-4 p-benzoquinone 
• 71240-48-7 thiosulfuric acid S-(2,5-dihydroxy-phenyl ester) 
• 7735-56-0 5-hydroxybenzo[d][1,3]oxathiol-2-one 

Downstream Products

• 1483-14-3 1,4-dimethoxy-2-(methylsulfonyl)benzene 
• 18232-00-3 2-Ethylthio-1,4-dihydroxy-benzol 
• 18231-99-7 1,4-dihydroxy-2-(methylthio)benzene 
• 488849-80-5 2-(2-hydroxy-1-phenylethylsulfanyl)benzene-1,4-diol 
• 99172-79-9 2,5-dihydroxyphenyl tert-butyl sulfide 
• 839720-66-0 2-isopropylsulfanyl-benzene-1,4-diol 
• 136670-03-6 2-(2-hydroxycarbonylmethylthio)hydroquinone 
• 839720-68-2 2-allylsulfanyl-benzene-1,4-diol 
• 839720-67-1 thioacetic acid S-(2,5-dihydroxy-phenyl) ester 
• 719311-33-8 2-cycloheptyl-2-(2,5-dihydroxy-phenylsulfanyl)-1-(4-triisopropylsilanyloxy-phenyl)-ethanone 
• 503445-07-6 3-cyclohexyl-2-(2,5-dihydroxy-phenylsulfanyl)-1-(4-triisopropylsilanyloxy-phenyl)-propan-1-one 
• 719311-34-9 3-cyclopentyl-2-(2,5-dihydroxy-phenylsulfanyl)-1-(4-triisopropylsilanyloxy-phenyl)-propan-1-one 
• 719311-30-5 2-(2,5-dihydroxy-phenylsulfanyl)-3-phenyl-1-(4-triisopropylsilanyloxy-phenyl)-propan-1-one 
• 412051-77-5 2-(2,5-dihydroxy-phenylsulfanyl)-2-thiophen-2-yl-1-(4-triisopropylsilanyloxy-phenyl)-ethanone 

Relevant articles and documents

Solvent-free synthesis of thiophenol using uncatalyzed transfer hydrogenation

Clean and sustainable transfer hydrogenation for aryl sulfonamides and sulfonyl chlorides is described. The protocol is chemoselective and uses neither catalyst nor solvent.

Synthesis and antioxidative activity of S-substituted 2-mercapto-1,4- dihydroxybenzenes

S-Substituted 2-mercapto-1,4-dihydroxybenzenes were prepared, and their antioxidative activity in autooxidation of cumene and in the reactions with cumylperoxy radicals and cumyl hydroperoxide was studied.

YELLOW COMPOUND AND WATER-BASED INK-JET RECORDING INK CONTAINING THE COMPOUND

Aqueous ink for ink-jet recording which contains at least a water-insoluble coloring matter, water and a resin as main components and which takes the form of an emulsion, in which is characterized by containing at least one yellow hue coloring matter selected from the group consisting of a quinophthalone compound represented by the formula (1); and a pyridone azo compound represented by the formula (2); The ink is ink for ink-jet recording having excellent light resistance and storage stability, and enables formation of a high quality image without blotting, and obtained recording image is excellent in water resistance as ink for ink-jet recording.

Aqueous ink for ink jet recording

Aqueous ink for ink jet recording which contains at least a water-insoluble coloring matter, water and a resin as main components and which takes the form of an emulsion, the coloring matter being represented by formula (1) The coloring matter for ink jet recording of the invention is excellent in water resistance in particular and also excellent in light resistance and compatibility with the resin. Thus, it is suited for ink jet recording. Further, the aqueous ink for ink jet recording of the invention which is produced using the coloring matter is excellent in light resistance and storage stability. Especially, when it is used as ink for ink jet recording system, the use of the ink composition can provide excellent aqueous ink that enables formation of a high-quality image without blotting and a recorded image having an excellent water resistance.

A convenient access to dihydroxybenzenethiols via reduction of iso-thiouronium salts with sodium borohydride

An improved procedure for the preparation of unstable dihydroxybenzenethiols in high yields is reported, involving mild reduction of the corresponding iso-thiouronium salts with sodium borohydride.

Synthesis of Mercapturic Acid Derivatives of Putative Toxic Metabolites of Bromobenzene

The synthesis and characterization of nine isomerically defined S-arylmercapturic acids of interest in connection with the metabolism of the model hepatotoxin bromobenzene is described.Included are three S-(bromophenyl)-, two S-(bromohydroxyphenyl)-, and three S-(bromodihydroxyphenyl)mercapturic acids of defined substitution pattern.In addition, several related compounds with two or no bromine atoms are described.These syntheses depend on two basic methods, 1,4-addition of various arene thiols to acetamidoacrylic acid or the 1,4-addition of N-acetyl-L-cysteine to various benzoquinone derivatives.In addition, we describe a method for efficient conversion of the mercapturic acids to thioanisole derivatives, regioisomers of which can be separed and detected at low levels by capillary gas-liquid chromatography.

Sulfur analogs of psychotomimetic amines

The syntheses and physical properties are described for 2,5 dimethoxy 4 methylthiophenylethylamine and 2,5 dimethoxy 4 methylthiophenylisopropylamine. The latter compound is the sulfur analog of the psychotomimetic phenylisopropylamines 2,4,5 trimethoxyphenylisopropylamine and 2,5 dimethoxy 4 methylphenylisopropylamine wherein the methylthio group replaces a methoxy group or a methyl group, respectively. This compound is predicted to be about 30 times as active as mescaline.