38350-99-1

Basic information

• Product Name: [1,1':2',1''-terphenyl]-2-yl(methyl)sulfane
• Synonyms: [1,1':2',1''-terphenyl]-2-yl(methyl)sulfane
• CAS NO: 38350-99-1
• Molecular Weight: 276.402
• Mol File: 38350-99-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [1,1':2',1''-terphenyl]-2-yl(methyl)sulfane(CAS DataBase Reference)
• NIST Chemistry Reference: [1,1':2',1''-terphenyl]-2-yl(methyl)sulfane(38350-99-1)
• EPA Substance Registry System: [1,1':2',1''-terphenyl]-2-yl(methyl)sulfane(38350-99-1)

Safety Data

• Hazardous Substances Data: 38350-99-1(Hazardous Substances Data)

Upstream product

• 5747-23-9 2-phenyl-1,3,2-benzodioxaborole 
• 29829-22-9 S-methyldibenzothiophenium tetrafluoroborate 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 5123-13-7 5,5-dimethyl-2-phenyl-1,3,2-dioxaborinane 
• 143-66-8 sodium tetraphenyl borate 
• 98-80-6 phenylboronic acid 

Relevant articles and documents

Palladium-Assisted "Aromatic Metamorphosis" of Dibenzothiophenes into Triphenylenes

Abstract Two new palladium-catalyzed reactions of aromatic sulfur compounds enabled the conversion of dibenzothiophenes into triphenylenes in four steps. This transformation of one aromatic framework into another consists of 1) 4-chlorobutylation of the dibenzothiophene to form the corresponding sulfonium salt, 2) palladium-catalyzed arylative ring opening of the sulfonium salt with a sodium tetraarylborate, 3) an intramolecular SN2 reaction to form a teraryl sulfonium salt, and 4) palladium-catalyzed intramolecular C-S/C-H coupling through electrophilic palladation. Symmetrical as well as unsymmetrical triphenylenes of interest were synthesized in a tailor-made fashion in satisfactory overall yields. A change of heart: The invention of two palladium-catalyzed arylation reactions of organosulfur compounds enabled the transformation of dibenzothiophenes into triphenylenes and thus a fundamental change in the core aromatic structure (see scheme). Both symmetrical and unsymmetrical triphenylenes were synthesized in a tailor-made fashion in satisfactory overall yield.