33399-48-3

Basic information

• Product Name: 4-(phenylthio)pyridine
• Synonyms: 4-(phenylthio)pyridine
• CAS NO: 33399-48-3
• Molecular Formula: C₁₁H₉NS
• Molecular Weight: 187.26086
• EINECS: 251-495-7
• Mol File: 33399-48-3.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 320.7°C at 760 mmHg
• Flash Point: 147.7°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 0.000587mmHg at 25°C
• Refractive Index: 1.647
• CAS DataBase Reference: 4-(phenylthio)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(phenylthio)pyridine(33399-48-3)
• EPA Substance Registry System: 4-(phenylthio)pyridine(33399-48-3)

Safety Data

• Hazardous Substances Data: 33399-48-3(Hazardous Substances Data)

Usage

Description

4-(phenylthio)pyridine is a pyridine derivative with the molecular formula C11H9NS, featuring a phenylthio group attached to the fourth carbon of the pyridine ring. This chemical compound is recognized for its potential applications in organic synthesis, pharmaceutical research, and materials science.

Uses

Used in Organic Synthesis:
4-(phenylthio)pyridine serves as a valuable building block in organic synthesis, contributing to the creation of various complex organic molecules and compounds.
Used in Pharmaceutical Research:
In pharmaceutical research, 4-(phenylthio)pyridine is utilized for its antimicrobial and antifungal properties, positioning it as a promising candidate for the development of new drugs to combat infections.
Used in Materials Science:
4-(phenylthio)pyridine has been investigated for its potential use in materials science, particularly in the synthesis of functionalized surfaces and polymers, which can enhance material properties and performance.
Overall, 4-(phenylthio)pyridine demonstrates a broad spectrum of applications across the fields of chemistry and pharmaceuticals, making it a versatile and significant compound for further exploration and development.

InChI:InChI=1/C11H9NS/c1-2-4-10(5-3-1)13-11-6-8-12-9-7-11/h1-9H

Upstream product

• 626-61-9 4-Chloropyridine 
• 108-98-5 thiophenol 
• 33421-08-8 4-phenylsulfanyl-pyridine-1-oxide 
• 13293-68-0 4-phenylsulfanyl-nicotinic acid 
• 5421-92-1 1-(4-pyridyl)pyridinium chloride hydrochloride 
• 591-50-4 iodobenzene 
• 66134-95-0 pyridyl-4-thiolate sodium salt 
• 204459-37-0 4-(triethylsilyl)pyridin-3-yl trifluoromethanesulfonate 
• 78526-31-5 2,6-Dimethyl-4'-phenylsulfanyl-4'H-[1,1']bipyridinyl-4-one 
• 7379-35-3 4-chlorpyridine hydrochloride 
• 1120-87-2 4-bromopyridin 
• 882-33-7 diphenyldisulfane 
• 15854-87-2 4-iodopyridine 
• 930-69-8 sodium thiophenolate 

Downstream Products

• 63512-52-7 1-ethyl-4-phenylsulfanyl-pyridinium; iodide 
• 101731-65-1 3-ethyl-5-(1-phenacyl-1H-[4]pyridylidene)-2-thioxo-thiazolidin-4-one 
• 73840-42-3 N-methyl-4-(phenylthio)pyridinium iodide 
• 22961-45-1 N-phenylpyridin-4-amine 
• 76148-30-6 hydrobromide of β-phenylthioglutaconaldehyde dianil 
• 64064-59-1 2-amino-4-(phenylthio)pyridine 
• 23060-30-2 3-ethyl-1'-phenylthiapyrido-4'-monomethinecyanine iodide 
• 76148-47-5 3,3'-diethyl-11-phenylthiothiatricarbocyanine iodide 
• 108770-97-4 4-pyridyl phenyl sulfoxide 

Relevant articles and documents

Beyond the cyanine limit: Peierls distortion and symmetry collapse in a polymethine dye

Theory predicts that cyanine dyes and related linear systems undergo symmetry collapse and bond localization at long chain lengths. Beyond this 'cyanine limit', the properties of these systems do not extrapolate from their shorter counterparts. To test this prediction, dipyridocyanines have been synthesized and shown to undergo such symmetry collapse with chain lengths as short as 13.

Synthesis of Aryl Sulfides by Metal-Free Arylation of Thiols with Diaryliodonium Salts under Basic Conditions**

Metal-free arylation of thiols with diaryliodonium salts has been developed. The application of a strong organic base enables the C?S bond formation under mild and experimentally simple conditions. The method allows for the synthesis of aryl sulfides containing a broad range of aryl groups from an array of thiols, including aryl, heteroaryl, and alkyl ones. The mechanism of the reaction was studied by DFT calculations, demonstrating that it proceeds via the inner sphere pathway involving formation of an Ar2I(SR) intermediate, followed by reductive elimination.

Chan-Lam-Type C-S Coupling Reaction by Sodium Aryl Sulfinates and Organoboron Compounds

A Chan-Lam-Type C-S coupling reaction using sodium aryl sulfinates has been developed to provide diaryl thioethers in up to 92% yields in the presence of a copper catalyst and potassium sulfite. Both electron-rich and electron-poor sodium aryl sulfinates and diverse organoboron compounds were tolerated for the synthesis of aryl and heteroaryl thioethers and dithioethers. The mechanistic study suggested that potassium sulfite was involved in the deoxygenation of sulfinate through a radical process.