156098-13-4

Basic information

• Product Name: Silane, tris(1-methylethyl)(phenylthio)-
• CAS NO: 156098-13-4
• Molecular Formula: C15H26SSi
• Molecular Weight: 266.523
• Mol File: 156098-13-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Silane, tris(1-methylethyl)(phenylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, tris(1-methylethyl)(phenylthio)-(156098-13-4)
• EPA Substance Registry System: Silane, tris(1-methylethyl)(phenylthio)-(156098-13-4)

Safety Data

• Hazardous Substances Data: 156098-13-4(Hazardous Substances Data)

Upstream product

• 108-86-1 bromobenzene 
• 13154-24-0 triisopropylsilyl chloride 
• 108-98-5 thiophenol 
• 156275-96-6 triisopropylsilanethiol 

Downstream Products

• 78739-90-9 3-methyl-3-((phenylthio)methyl)-2,3-dihydrobenzofuran 
• 53451-90-4 phenyl 4-trifluoromethylphenyl sulfide 
• 3699-01-2 4-tolyl phenyl sulfide 

Relevant articles and documents

POTASSIUM TRIISOPROPYLSILANETHIOLATE: VINYL AND ARYL SULFIDES THROUGH Pd-CATALYZED CROSS COUPLING

Vinyl and aryl halides are efficiently converted, under Pd catalysis, with KSTIPS (1) to the corresponding silyl sulfides (2, 3).The naphthyl derivative was easily hydrolyzed to the mercaptan 4, or alkylated or alkenylated to provide unsymmetrical sulfides (5, 6).

Synthesis of 3-substituted 2-cyclohexenones through umpoled functionalization

A new protocol to obtain 3-substituted 2-cyclohexenones, was developed by reversing the chemical reactivity of 2-cyclohexenone. One-pot synthesis of 3-substituted 2-cyclohexenones can be achieved by treatment of 3-phenylthiosilyl enol ether with a mixture of t-BuLi/HMPA that allows hydrogen-selective exchange in presence of reactive electrophiles such as aldehydes, ketones and alkyl halides. This affords the corresponding product in moderate overall yield, after silyl enol ether cleavage and concomitant thiophenol elimination initiated with TBAF.

A general and long-lived catalyst for the palladium-catalyzed coupling of aryl halides with thiols

A general catalytic system for the coupling of aryl halides and sulfonates with thiols based on the use of the CyPF-t-Bu ligand (1) is reported. The reactions catalyzed by complexes of 1 occur in excellent yields with broad scope and exhibit extraordinary turnover numbers and high tolerance of functional groups. Turnover numbers usually exceed those of previous catalysts by 2 or 3 orders of magnitude. In addition, the reactions of aryl tosylates with alkane thiols to form aryl sulfides are reported for the first time. Finally, the synthesis of a diarylsulfide from two bromoarenes was accomplished using a hydrogen sulfide surrogate. Copyright