38004-59-0

Basic information

• Product Name: 1,3,5-BENZENETRITHIOL
• Synonyms: 1,3,5-BENZENETRITHIOL;1,3,5-TRIMERCAPTOBENZENE;1,3,5-Benzenetristhiol;1,3,5-Benzenetrithiole
• CAS NO: 38004-59-0
• Molecular Formula: C₆H₆S₃
• Molecular Weight: 174.31
• Product Categories: Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry
• Mol File: 38004-59-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 60 °C
• Boiling Point: 327.6±22.0 °C(Predicted)
• Appearance: /
• Density: 1.369±0.06 g/cm3(Predicted)
• Storage Temp.: Refrigerator
• Solubility: soluble in Acetone
• PKA: 5.22±0.11(Predicted)
• CAS DataBase Reference: 1,3,5-BENZENETRITHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,5-BENZENETRITHIOL(38004-59-0)
• EPA Substance Registry System: 1,3,5-BENZENETRITHIOL(38004-59-0)

Safety Data

• Hazardous Substances Data: 38004-59-0(Hazardous Substances Data)

Usage

General Description

1,3,5-Benzenetrithiol, also known as trimercaptotriazine, is a chemical compound composed of a benzene ring with three thiol (sulfhydryl) groups attached to it. It has a molecular formula of C6H6S3 and a molecular weight of 198.36 g/mol. 1,3,5-Benzenetrithiol is a colorless to pale yellow solid at room temperature and is insoluble in water. 1,3,5-Benzenetrithiol is commonly used as a building block in the synthesis of other organic compounds, particularly in the production of dyes, pharmaceuticals, and agrochemicals. It is also utilized in electrochemical studies, as well as for its strong odor, which makes it suitable for use in certain odorants and fragrances. Additionally, this chemical is known for its crosslinking abilities, making it useful in the production of polymers and as a corrosion inhibitor for metal surfaces. Despite its beneficial applications, 1,3,5-Benzenetrithiol is known to be toxic if ingested, inhaled, or in contact with skin, and precautions should be taken when handling it.

InChI:InChI=1/C6H6S3/c7-4-1-5(8)3-6(9)2-4/h1-3,7-9H

Upstream product

• 91638-76-5 1,3,5-triethylsulfanyl-benzene 
• 74542-67-9 1,3,5-Trisbenzene 
• 113102-50-4 Dimethyl-thiocarbamic acid S-(3,5-bis-dimethylcarbamoylsulfanyl-phenyl) ester 
• 108-70-3 1,3,5-trichlorobenzene 
• 260968-03-4 1,3,5-tris(tert-butylthio)benzene 

Downstream Products

• 2388-71-8 1,3,5-Tris(methylthio)benzene 
• 21538-06-7 1,3,5-benzenetrisulfonyl chloride 
• 10501-39-0 1,3,5-tris-acetylsulfanyl-benzene 
• 122540-03-8 1,3,5-Tris((3,5-difluorophenyl)thio)benzene 
• 1055876-63-5 1,3,5-tris(p-tolylthio)benzene 
• 1609653-60-2 1,3,5-tris(3-methoxyphenylthio)benzene 

Relevant articles and documents

Discovery of practical production processes for arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides): Beginning of a new era of "super-trifluoromethyl" arene chemistry and its industry

Various arylsulfur pentafluorides, ArSF5, have long been desired in both academic and industrial areas, and ArSF5 compounds have attracted considerable interest in many areas such as medicines, agrochemicals, and other new materials, since the highly stable SF5 group is considered a "super-trifluoromethyl group" due to its significantly higher electronegativity and lipophilicity. This article describes the first practical method for the production of various arylsulfur pentafluorides and their higher homologues, bis- and tris(sulfur pentafluorides), from the corresponding diaryl disulfides or aryl thiols. The method consists of two steps: (Step 1) treatment of a diaryl disulfide or an aryl thiol with chlorine in the presence of an alkali metal fluoride, and (step 2) treatment of the resulting arylsulfur chlorotetrafluoride with a fluoride source, such as ZnF2, HF, and Sb(III/V) fluorides. The intermediate arylsulfur chlorotetrafluorides were isolated by distillation or recrystallization and characterized. The aspects of these new reactions are revealed and reaction mechanisms are discussed. As the method offers considerable improvement over previous methods in cost, yield, practicality, applicability, and large-scale production, the new processes described here can be employed as the first practical methods for the economical production of various arylsulfur pentafluorides and their higher homologues, which could then open up a new era of "super-trifluoromethyl" arene chemistry and its applications in many areas.

Simple Syntheses of Aryl Alkyl Thioethers and of Aromatic Thiols from Unactivated Aryl Halides and Efficient Methods for Selective Dealkylation of Aryl Alkyl Ethers and Thioethers

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