13910-10-6

Basic information

• Product Name: Benzene, [(2-methylbutyl)thio]-
• CAS NO: 13910-10-6
• Molecular Formula: C11H16S
• Molecular Weight: 180.314
• Mol File: 13910-10-6.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzene, [(2-methylbutyl)thio]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(2-methylbutyl)thio]-(13910-10-6)
• EPA Substance Registry System: Benzene, [(2-methylbutyl)thio]-(13910-10-6)

Safety Data

• Hazardous Substances Data: 13910-10-6(Hazardous Substances Data)

Upstream product

• 130900-96-8 C₅H₁₁ClS 
• 100-58-3 phenylmagnesium bromide 
• 20089-07-0 2-methyl-1-butanethiol 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 
• 5296-64-0 allyl phenyl thioether 
• 97-93-8 triethylaluminum 
• 108-90-7 chlorobenzene 
• 563-46-2 2-Methyl-1-butene 
• 108-98-5 thiophenol 
• 109585-25-3 1-nitro-2-methyl-2-phenylthiobutane 
• 16061-69-1 2-methyl-1-(phenylthio)-1,3-butadiene 
• 10422-35-2 1-bromo-2-methyl-butane 
• 3111-52-2 potassium thiophenolate 

Downstream Products

• 139193-49-0 (4S,5S)-5-Methyl-4-phenylsulfanyl-heptan-2-one 
• 139193-49-0 (4S,5R)-5-Methyl-4-phenylsulfanyl-heptan-2-one 
• 139193-48-9 1-Chloro-2-methyl-1-phenylthiobutane 
• 91787-38-1 2-methyl-1-phenylsulphonyl-1-trimethylsilylbutane 

Relevant articles and documents

Synthesis of aryl thioethers through the N -chlorosuccinimide-promoted cross-coupling reaction of thiols with Grignard reagents

A convenient one-pot approach for the synthesis of aryl sulfides through the coupling of thiols with Grignard reagents in the presence of N-chlorosuccinimide is described. The sulfenylchlorides were formed when thiols were treated with N-chlorosuccinimide, and the resulting sulfenylchlorides were then directly reacted with Grignard reagents to provide aryl sulfides in good to excellent yields under mild reaction conditions. Functional groups including ester, fluoro, and chloro are tolerated by the reaction conditions employed. It is important to note that this method has a short reaction time (30 min in total) and represents an alternative approach for the synthesis of aryl sulfides over the existing protocols.

Iron-catalyzed thioetherification of thiols with aryl iodides

FeCl3 in combination with bisphosphine ligands represents an efficient catalyst system for the cross-coupling of aryl- and alkyl thiols with aryl iodides, a broad spectrum of functional groups can be tolerated during the catalysis. The Royal Society of Chemistry 2009.

Highly efficient and functional-group-tolerant catalysts for the palladium-catalyzed coupling of aryl chlorides with thiols

The cross-coupling reaction of aryl chlorides with aliphatic and aromatic thiols catalyzed by palladium complexes of the strongly binding bisphosphine CyPF-tBu ligand (1) is reported. Most of the reactions catalyzed by complexes of ligand 1 occur with turnover numbers that exceed those of previous catalysts by two orders of magnitude. The reactions occur with excellent yields, broad scope and high tolerance of functional groups. Coupling of aryl halides with thiols in the presence of low loadings of catalysts derived from other Josiphos type ligands, as well as ligands of other structural types, are also described.