20146-26-3

Basic information

• Product Name: 4-phenylthioisoquinoline
• Synonyms: 4-phenylthioisoquinoline
• CAS NO: 20146-26-3
• Molecular Weight: 237.325
• Mol File: 20146-26-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 4-phenylthioisoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-phenylthioisoquinoline(20146-26-3)
• EPA Substance Registry System: 4-phenylthioisoquinoline(20146-26-3)

Safety Data

• Hazardous Substances Data: 20146-26-3(Hazardous Substances Data)

Upstream product

• 611-35-8 4-chloroquinoline 
• 13133-62-5 thiophenolate 
• 882-33-7 diphenyldisulfane 
• 3964-04-3 4-bromoquinoline 
• 115913-62-7 4-(phenylthio)quinoline 1-oxide 
• 56-57-5 4-nitroquinoline-N-oxide 
• 930-69-8 sodium thiophenolate 
• 108-98-5 thiophenol 
• 5332-24-1 3-bromoquinoline 

Relevant articles and documents

Tributylmagnesium ate complex-mediated bromine-magnesium exchange of bromoquinolines: A convenient access to functionalized quinolines

2-, 3- and 4-bromoquinolines were converted to the corresponding lithium tri(quinolyl)magnesates at -10°C by treatment with Bu3MgLi in THF or toluene. The resulting organomagnesium derivatives were quenched by various electrophiles to afford functionalized quinolines.

Synthesis and reactivity of lithium tri(quinolinyl)magnesates

2-, 3- and 4-Bromoquinolines were converted to the corresponding lithium tri(quinolinyl)magnesates at -10°C when exposed to Bu3MgLi in THF. The resulting organomagnesium derivatives were quenched with various electrophiles or involved in metal-catalyzed coupling reactions with heteroaryl halides to afford functionalized quinolines.

Conformational Effects in the Alkali-Metal Reduction of Diaryl Sulfides. 2. Evidence for Episulfide Intermediates

Alkali-metal reduction of a series of diaryl sulfides shows that, if both aryl moieties possess aromatic stabilization energies less than that of the phenyl group ( i.e., able to generate relatively more stable radical anions), the diaryl sulfide forms an episulfide intermediate via regiospecific coupling of the aryl moieties at the stage of a reactive intermediate.The formation of the episulfide intermediate explains why double carbon-sulfur bond cleavage and extrusion of sulfur is observed only in such diaryl sulfides and why there is preference for the formation ofsingle regioisomeric biaryl.