37968-97-1

Basic information

• Product Name: 4,4'-DIPYRIDYL SULFIDE
• Synonyms: 4,4'-DIPYRIDYL SULFIDE;4,4'-THIODIPYRIDINE;Dipyridylsulfide;4,4''-DIPYRIDYL SULFIDE 97+%;Bis(4-pyridinyl) sulfide;Bis(4-pyridyl) sulfide;Di(4-pyridinyl) sulfide;Di(4-pyridyl) sulfide
• CAS NO: 37968-97-1
• Molecular Formula: C₁₀H₈N₂S
• Molecular Weight: 188.25
• Mol File: 37968-97-1.mol

Chemical Properties

• Melting Point: 69 °C
• Boiling Point: 348°C at 760 mmHg
• Flash Point: 164.3°C
• Appearance: /
• Density: 1.25g/cm³
• Vapor Pressure: 0.000104mmHg at 25°C
• Refractive Index: 1.653
• PKA: 3.87±0.26(Predicted)
• CAS DataBase Reference: 4,4'-DIPYRIDYL SULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-DIPYRIDYL SULFIDE(37968-97-1)
• EPA Substance Registry System: 4,4'-DIPYRIDYL SULFIDE(37968-97-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36-40
• Safety Statements: 36-26
• Hazardous Substances Data: 37968-97-1(Hazardous Substances Data)

Usage

Uses

Used in Coordination Chemistry:
4,4'-Dipyridyl sulfide is used as a ligand for forming stable complexes with a variety of metal ions. This application is crucial in coordination chemistry, where such complexes are essential for understanding the structure and properties of metal complexes and their potential uses in catalysis and material development.
Used in Organic Synthesis:
In the field of organic synthesis, 4,4'-Dipyridyl sulfide serves as a precursor to other organic compounds. Its unique structure allows for the synthesis of a range of organic molecules, contributing to the development of new chemical entities and materials.
Used in Catalysis:
4,4'-Dipyridyl sulfide is used as a component in catalytic systems, where its metal complexes can facilitate various chemical reactions. This application is vital in industrial processes and research, where efficient and selective catalysts are required to improve reaction yields and reduce environmental impact.
Used in Medicinal Chemistry:
In the development of novel drugs and pharmaceuticals, 4,4'-Dipyridyl sulfide has potential applications. Its ability to form complexes with metal ions can be harnessed to create new drug candidates with unique properties, potentially leading to breakthroughs in the treatment of various diseases and conditions.
Used in Material Development:
4,4'-Dipyridyl sulfide is also used in the development of new materials, where its metal complexes can impart specific properties to materials, such as conductivity, magnetism, or optical characteristics. This application is important in various industries, including electronics, energy, and environmental technology.

InChI:InChI=1/C10H8N2S/c1-5-11-6-2-9(1)13-10-3-7-12-8-4-10/h1-8H

Upstream product

• 626-61-9 4-Chloropyridine 
• 17356-08-0 thiourea 
• 19829-29-9 4-pyridinethione 
• 10544-50-0 sulfur 
• 7440-57-5 gold 
• 583-39-1 2,3-dihydrobenzimidazol-2-thione 
• 4556-23-4 pyridine-4-thiol 
• 7782-50-5 chlorine 
• 5421-92-1 1-(4-pyridyl)pyridinium chloride hydrochloride 

Relevant articles and documents

Cooperative Ligands in Dissolution of Gold

Development of new, environmentally benign dissolution methods for metallic gold is driven by needs in the circular economy. Gold is widely used in consumer electronics, but sustainable and selective dissolution methods for Au are scarce. Herein, we describe a quantitative dissolution of gold in organic solution under mild conditions by using hydrogen peroxide as an oxidant. In the dissolution reaction, two thiol ligands, pyridine-4-thiol and 2-mercaptobenzimidazole, work in a cooperative manner. The mechanistic investigations suggest that two pyridine-4-thiol molecules form a complex with Au0 that can be oxidized, whereas the role of inexpensive 2-mercaptobenzimidazole is to stabilize the formed AuI species through a ligand exchange process. Under optimized conditions, the reaction proceeds vigorously and gold dissolves quantitatively in two hours. The demonstrated ligand-exchange mechanism with two thiols allows to drastically reduce the thiol consumption and may lead to even more effective gold dissolution methods in the future.

Pyridinethiol-Assisted Dissolution of Elemental Gold in Organic Solutions

Dissolution of elemental gold in organic solutions is a contemporary approach to lower the environmental burden associated with gold recycling. Herein, we describe fundamental studies on a highly efficient method for the dissolution of elemental Au that is based on DMF solutions containing pyridine-4-thiol (4-PSH) as a reactive ligand and hydrogen peroxide as an oxidant. Dissolution of Au proceeds through several elementary steps: isomerization of 4-PSH to pyridine-4-thione (4-PS), coordination with Au0, and then oxidation of the Au0 thione species to AuI simultaneously with oxidation of free pyridine thione to elemental sulfur and further to sulfuric acid. The final dissolution product is a AuI complex bearing two 4-PS ligands and SO42? as a counterion. The ligand is crucial as it assists the oxidation process and stabilizes and solubilizes the formed Au cations.

Nucleophilic properties of thiourea towards aromatic halides

Arylsulfides (and diaryldisulfides obtained spontaneously by oxidation of the arylsulfides during the work-up) and diarylsulfides can be obtained by substituting aryl radicals by the thiourea onion in liquid ammonia under an electrochemical inducement.

SYNTHESIS OF SOME DIPYRIDYL DISULFIDES AND RELATED PYRIDINE-4-SULFONIC ACIDS

Dipyridyl disulphides and pyridine-4-sulphonic acids were synthesized and their pK constant were measured.