624-39-5

Basic information

• Product Name: 1,4-BENZENEDITHIOL
• Synonyms: 1,4-Dimercaptobenzene~Dithiohydroquinone;1,4-Benzenedithiol,95%;1,4-Benzenendithiol;1,4-dimercaptobenzene;p-Benzenedithiol;Benzene-1,4-dithiol;Benzene-1,4-dithiol 99% (GC);P-BDT
• CAS NO: 624-39-5
• Molecular Formula: C₆H₆S₂
• Molecular Weight: 142.24
• EINECS: -0
• Product Categories: Phenol&Thiophenol&Mercaptan;Phenoles and thiophenoles;Fluorenes, etc. (reagent for high-performance polymer research);Functional Materials;Reagent for High-Performance Polymer Research;Sulfur Compounds (for Synthesis);Synthetic Organic Chemistry
• Mol File: 624-39-5.mol
• Article Data: 12

Chemical Properties

• Melting Point: 90°C
• Boiling Point: 243.3 °C at 760 mmHg
• Flash Point: 111.8 °C
• Appearance: white to light yellow solid
• Density: 1.240±0.06 g/cm3(Predicted)
• Vapor Pressure: 0.0506mmHg at 25°C
• Storage Temp.: 2-8°C
• PKA: 5.92±0.10(Predicted)
• Water Solubility: Soluble in water.
• Sensitive: Air Sensitive
• BRN: 1680022
• CAS DataBase Reference: 1,4-BENZENEDITHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-BENZENEDITHIOL(624-39-5)
• EPA Substance Registry System: 1,4-BENZENEDITHIOL(624-39-5)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39
• RIDADR: 2811
• WGK Germany: 3
• HazardClass: 9
• Hazardous Substances Data: 624-39-5(Hazardous Substances Data)

Usage

Description

1,4-Benzenedithiol, also known as p-benzenedithiol, is an organic compound with the chemical formula C6H4(SH)2. It is a crystalline solid that is soluble in water and has a strong sulfuric odor. The molecule consists of a benzene ring with two thiol (-SH) groups attached to opposite sides of the ring. The presence of the thiol groups gives 1,4-Benzenedithiol unique chemical properties and makes it a versatile compound for various applications.

Uses

Used in Electronic Devices:
1,4-Benzenedithiol is used as a component in single molecule junctions for electronic devices. Its unique electronic properties and ability to form stable junctions make it a promising candidate for use in molecular electronics and nanoscale devices.
Used in Nanomaterial Synthesis:
1,4-Benzenedithiol is used as a reducing agent and stabilizing agent in the synthesis of various nanomaterials, including silver and gold nanoparticles. Its strong reducing properties allow it to reduce metal ions to their respective nanoparticles, while its thiol groups provide a stabilizing effect, preventing aggregation and promoting dispersion of the nanoparticles.
Used in Self-Assembled Monolayers:
1,4-Benzenedithiol is used in the formation of self-assembled monolayers (SAMs) on various surfaces, such as gold and silver. The thiol groups of 1,4-Benzenedithiol can form strong covalent bonds with the metal surfaces, creating a well-ordered and stable monolayer. These SAMs have applications in sensors, surface coatings, and other areas where controlled surface properties are required.
Used in Electrode Preparation:
1,4-Benzenedithiol is used in the preparation of gold electrodes for various applications, such as in electrochemistry and biosensors. The formation of a self-assembled monolayer of 1,4-Benzenedithiol on the gold surface can improve the electrode's performance, stability, and selectivity.

InChI:InChI=1/C6H6S2/c7-5-1-2-6(8)4-3-5/h1-4,7-8H/p-2

Upstream product

• 1122-97-0 4-methylsulfanyl-thiophenol 
• 872-50-4 1-methyl-pyrrolidin-2-one 
• 624-38-4 para-diiodobenzene 
• 106-53-6 para-bromobenzenethiol 
• 70398-85-5 1,4-Bisbenzene 
• 123-31-9 hydroquinone 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 27738-91-6 4,4'-disulfanediyldibenzenesulfonyl chloride 
• 179748-74-4 1,4-bis-trichloromethylsulfanyl-benzene 
• 6461-77-4 benzene-1,4-disulfonyl chloride 
• 25733-03-3 1,4-dithiocyanatobenzene 
• 722-27-0 bis(4-aminophenyl)disulfide 
• 106-39-8 bromochlorobenzene 

Downstream Products

• 109845-99-0 1,4-bis-(2,2-dimethoxy-ethylsulfanyl)-benzene 
• 10154-61-7 S,S'-1,4-phenylene dithioacetate 
• 54952-19-1 1,4-bis(4-nitrophenylsulfenyl)benzene 
• 134520-27-7 1,4-bis-(3-dimethylamino-propylsulfanyl)-benzene 
• 129691-60-7 1,4-bis-phenacylmercapto-benzene 
• 30818-50-9 benzene-1,4-disulfenyl chloride 
• 60181-36-4 para-tri(phenylenedisulfide) 
• 94549-41-4 1,4-bis(4-methoxyphenylthio)benzene 
• 1042414-08-3 1,4-bis(4-(methylthio)phenylthio)benzene 
• 849592-67-2 (1,4-S₂-C₆H₄)(AuP(C₆H₄-3-CF₃)3)2*C₆H₆*CH₂Cl₂ 
• 849592-68-3 (1,4-S₂-C₆H₄)(AuP(C₆H₅)2(2-pyridine))2 
• 1428586-35-9 trans,trans-[Pd(PMe3)2Cl]2(μ-SC6H4-S) 
• 1415551-97-1 1,4-bis-(2-ethylhexylthio)benzene 

Relevant articles and documents

Redox-Active 1D Coordination Polymers of Iron-Sulfur Clusters

Here we describe the combination of an archetypal redox-active metal sulfide cluster, Fe4S4, with an organic linker, 1,4-benzenedithiolate, to prepare coordination polymers containing infinite chains of Fe4S4 cl

Method for preparing sulfhydryl compounds by hydroxyl substitution and sulfhydryl compounds

The invention provides a method for preparing sulfhydryl compounds by hydroxyl substitution and the sulfhydryl compounds. According to the method, low-cost and easily-obtained benzene or fused ring compounds with phenolic hydroxyl groups or benzyl hydroxyl substituents serving as raw materials to react with the raw materials such as inorganic sulfide under the catalysis conditions to prepare the corresponding sulfhydryl compounds. The method has the advantages that the preparation method is simple, convenient and rapid, low in cost, mild in reaction condition, high in reaction site selectivity and high in yield, a post-processing process is simple, and no pollution is caused.

MALDI-TOF/TOF CID study of poly(p-phenylene sulfide) fragmentation reactions

A study involving the evaporation-grinding MALDI sample preparation method, MALDITOF/TOF CID, and Py-GC/MS is presented to examine the fragmentation mechanisms of poly(p-phenylene sulfide) (PPS). MALDI-TOF/TOF CID fragmentation studies yielded a wealth of information about the mass, structure (linear or cyclic), end-groups, and backbone modifications of the polymer. Additionally, Py-GC/MS experimental data are presented for comparison of the multimolecular free radical reactions in pyrolysis with the unimolecular fragmentation reactions of MS/MS.1,2 TOF/TOF CID results indicate that linear PPS undergoes random main chain fragmentation along the polymer backbone and preferentially fragments at bonds adjacent to dibenzothiophene and phenyl end-groups. Cyclic species produce fragment ions similar to linear species. However, the MS/MS precursor ions for cyclic PPS are, by far, the most intense peaks, while the precursor ions for linear species show relatively low intensity. CID fragmentation results are supported by Py-GC/MS data and are consistent with the proposed degradation mechanisms.