79239-13-7

Basic information

• Product Name: Chloro(trimethylsilyl)methylphenyl sulfide
• Synonyms: Chloro(trimethylsilyl)methylphenyl sulfide
• CAS NO: 79239-13-7
• Molecular Formula: C₁₀H₁₅ClSSi
• Molecular Weight: 0
• Mol File: 79239-13-7.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Chloro(trimethylsilyl)methylphenyl sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: Chloro(trimethylsilyl)methylphenyl sulfide(79239-13-7)
• EPA Substance Registry System: Chloro(trimethylsilyl)methylphenyl sulfide(79239-13-7)

Safety Data

• Hazardous Substances Data: 79239-13-7(Hazardous Substances Data)

Upstream product

• 17873-08-4 (phenylsulfanylmethyl)trimethylsilane 
• 108-98-5 thiophenol 

Downstream Products

• 86029-78-9 β-phenylthio-β-trimethylsilylpropiophenone 
• 103559-12-2 <4-methoxyphenyl(phenylthio)methyl>trimethylsilane 
• 17873-08-4 (phenylsulfanylmethyl)trimethylsilane 
• 37891-39-7 trimethylsilane 
• 115025-76-8 7-(phenylthio)-7-(trimethylsilyl)bicyclo[4.1.0]heptane 
• 127839-19-4 2α-phenyl-1α-(phenylthio)-1β-(trimethylsilyl)cyclopropane 
• 86029-80-3 2-(Phenylsulfanyl-trimethylsilanyl-methyl)-cyclohexanol 
• 86029-81-4 [(1,4-Dioxa-spiro[4.5]dec-6-yl)-phenylsulfanyl-methyl]-trimethyl-silane 
• 86029-83-6 2-(2-phenyl-1-ethenyl)cyclohexanone 
• 1192-88-7 1-cyclohexene-1-carboxaldehyde 
• 121743-89-3 (1S,2R)-4-Phenyl-1-phenylsulfanyl-1-[1,2,4]triazol-1-yl-butan-2-ol 
• 121743-89-3 4-phenyl-1-(phenylthio)-1-(1H-1,2,4-triazol-1-yl)butan-2-ol 
• 121743-84-8 1,1-Diphenyl-2-phenylsulfanyl-2-[1,2,4]triazol-1-yl-ethanol 
• 121743-87-1 2-(4-Chloro-phenyl)-1-phenylsulfanyl-1-[1,2,4]triazol-1-yl-propan-2-ol 

Relevant articles and documents

Organylthio(silyl)carbenes

The title carbenes 5 can be generated either from diazo compounds 9 by copper-catalyze d catalysis or from chloro(organylthio)methylsilanes 12 by base-induced α-elimination, This is confirmed, by [2+1] cycloadditions with alkenes to give the cyclopropanes

α-ALKYLATION AND α-ALKYLIDENATION OF CARBONYL COMPOUNDS BY O-SILYLATED ENOLATE PHENYLTHIOALKYLATION

For many reactions next to a carbonyl group, the use of O-silylated enolate chemistry offers improvements in yield and selectivity over the corresponding reactions of Group I metal enolates.In the case of α-alkylation of carbonyl compounds, Lewis acid (TiCl4 or ZnBr2) promoted phenylthioalkylation of O-silylated enolates 3 by α-chlorosulphides 4 (R3=H, Me, Prn, Pri, Bui, and Me3Si), followed by reductive sulphur removal by Raney nickel, 5->6, is found to be a reliable method for this synthetically important C-C bond forming step.An alternative sulphur elimination pathway via the sulphoxide, 5->7, allows the regio- and stereocontrolled α-alkylidenation of carbonyl compounds.The phenylthioalkylation reaction is applicable to ketones, aldehydes, esters, and lactones.

INTRODUCTION OF AN ARYLTHIO(TRIMETHYLSILYL)METHYL GROUP INTO ARENES BY FRIEDEL-CRAFTS REACTION: SYNTHESIS OF ARYLMETHYLTRIMETHYLSILANES

Friedel-Crafts reactions of trimethylsilanes (1a, b) with arenes gave trimethylsilanes (2a,b), which were converted into arylmethyltrimethylsilanes (3) by reduction with Raney nickel.