22190-12-1

Basic information

• Product Name: 2-(PHENYLTHIO)QUINOLINE
• Synonyms: 2-(phenylthio)-quinolin;2-(PHENYLTHIO)QUINOLINE;2-(Phenylthio)quinoline,98%
• CAS NO: 22190-12-1
• Molecular Formula: C₁₅H₁₁NS
• Molecular Weight: 237.32
• EINECS: 244-828-2
• Mol File: 22190-12-1.mol
• Article Data: 16

Chemical Properties

• Melting Point: 48 °C
• Boiling Point: 408.1°C at 760 mmHg
• Flash Point: 200.6°C
• Appearance: /
• Density: 1.1568 (rough estimate)
• Vapor Pressure: 1.69E-06mmHg at 25°C
• Refractive Index: 1.5300 (estimate)
• CAS DataBase Reference: 2-(PHENYLTHIO)QUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(PHENYLTHIO)QUINOLINE(22190-12-1)
• EPA Substance Registry System: 2-(PHENYLTHIO)QUINOLINE(22190-12-1)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 22190-12-1(Hazardous Substances Data)

Usage

General Description

2-(Phenylthio)quinoline, also known as PTQ, is an organic compound that consists of a quinoline core with a phenylthio group attached at the 2-position. It is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals due to its unique properties, such as its ability to act as a ligand for metal catalysis. PTQ has also been studied for its potential anti-malarial and anti-cancer properties. Additionally, PTQ derivatives have been investigated for their potential use as fluorescent probes in biological and materials science research. However, due to its phenylthio group, PTQ should be handled and used with caution, as thiophenol and its derivatives are known to be toxic and may cause irritation to the skin and respiratory system.

InChI:InChI=1/C15H11NS/c1-2-7-13(8-3-1)17-15-11-10-12-6-4-5-9-14(12)16-15/h1-11H

Upstream product

• 612-62-4 2-Chloroquinoline 
• 930-69-8 sodium thiophenolate 
• 108-98-5 thiophenol 
• 13133-62-5 thiophenolate 
• 6560-83-4 2-iodoquinoline 
• 882-33-7 diphenyldisulfane 
• 2005-43-8 2-bromoquinoline 
• 4551-15-9 phenylthiotrimethylsilane 

Downstream Products

• 24667-94-5 2-(4-methylphenyl)quinoline 
• 34243-33-9 2-thiophen-2-yl-quinoline 
• 506421-62-1 2-(4-(trifluoromethyl)phenyl)-quinoline 
• 64495-58-5 2-benzenesulfonyl-quinoline 

Relevant articles and documents

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PRODUCTION METHOD FOR BI(HETERO)ARYL(THIO)ETHER COMPOUND

PROBLEM TO BE SOLVED: To provide a method for synthesizing a bi(hetero)aryl(thio)ether compound at low cost without discharging halogen-derived waste. SOLUTION: The production method includes, for example as shown in the following formula, reacting a (thio)ester compound represented by formula (1) in the presence of a nickel catalyst (or a palladium catalyst) as well as a ligand compound to produce bi(hetero)aryl(thio)ether compound represented by formula (2). [Ar and Ar' are each independently a substituted/unsubstituted aryl group or heteroaryl group; Y is O or S.]. SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

Sulfur-silicon bond activation catalysed by Cl/Br ions: Waste-free synthesis of unsymmetrical thioethers by replacing fluoride catalysis and fluorinated substrates in SNAr reactions

In contrast to conventional activation of Nu-SiR3 reagents by F ion attributed to the strong affinity of Si to F, S-Si activation can now be achieved using Cl/Br ions of TBAX as catalysts via formation of weaker X-Si bonds and Me3Si-X. This led to a waste-free synthesis of unsymmetrical thioethers via F-free SNAr reactions of activated (hetero)aryl halides and RS-SiMe3, with recovery of the useful Me3Si-X reagent in high yields. This journal is the Partner Organisations 2014.