82707-19-5

Basic information

• Product Name: Silane, trimethyl[3-(phenylthio)-1-propynyl]-
• CAS NO: 82707-19-5
• Molecular Formula: C12H16SSi
• Molecular Weight: 220.411
• Mol File: 82707-19-5.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: Silane, trimethyl[3-(phenylthio)-1-propynyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, trimethyl[3-(phenylthio)-1-propynyl]-(82707-19-5)
• EPA Substance Registry System: Silane, trimethyl[3-(phenylthio)-1-propynyl]-(82707-19-5)

Safety Data

• Hazardous Substances Data: 82707-19-5(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 5651-88-7 phenyl propargyl sulfide 
• 38002-45-8 3-bromo-1-(trimethylsilyl)-1-propyne 
• 1007-27-8 (phenylthio)trimethylstannane 
• 108-98-5 thiophenol 
• 141862-01-3 methyl 3-(trimethylsilyl)prop-2-ynyl carbonate 
• 930-69-8 sodium thiophenolate 
• 78199-88-9 3-iodo-1-propynyl(trimethyl)silane 
• 5272-36-6 3-trimethylsilyl-2-propyn-1-ol 
• 882-33-7 diphenyldisulfane 
• 1286838-34-3 methanethioic acid O-(1-methylpentyl) ester 
• 54655-07-1 lithium trimethylsilylacetylenide 
• 100-58-3 phenylmagnesium bromide 

Downstream Products

• 138806-41-4 Trimethyl-(6-phenylsulfanyl-bicyclo[3.1.0]hex-6-ylethynyl)-silane 
• 138806-42-5 Trimethyl-(7-phenylsulfanyl-bicyclo[4.1.0]hept-7-ylethynyl)-silane 
• 452973-00-1 (Z)-3-phenylthio-1-trimethylsilyloct-5-en-1-yne 
• 82707-24-2 4-Phenylsulfanyl-6-trimethylsilanyl-hex-5-ynal 
• 82707-23-1 4-Phenylsulfanyl-hex-5-ynoic acid methyl ester 
• 82707-21-9 4-Phenylsulfanyl-6-trimethylsilanyl-hex-5-yn-1-ol 
• 82707-25-3 (E)-6-Phenylsulfanyl-oct-2-en-7-ynoic acid methyl ester 
• 82707-22-0 4-Phenylsulfanyl-6-trimethylsilanyl-hex-5-ynoic acid methyl ester 
• 82731-54-2 (E)-6-Phenylsulfanyl-8-trimethylsilanyl-oct-2-en-7-ynoic acid methyl ester 
• 82707-26-4 Trimethyl-((6Z,8E)-9-phenyl-3-phenylsulfanyl-nona-6,8-dien-1-ynyl)-silane 
• 82707-27-5 ((6Z,8E)-3-Benzenesulfinyl-9-phenyl-nona-6,8-dien-1-ynyl)-trimethyl-silane 
• 82707-30-0 (9E,12E,14E)-15-Phenyl-4-phenylsulfanyl-pentadeca-9,12,14-triene-5,7-diynoic acid methyl ester 
• 82707-31-1 (2E,11E,14E,16E)-17-Phenyl-6-phenylsulfanyl-heptadeca-2,11,14,16-tetraene-7,9-diynoic acid methyl ester 
• 82707-32-2 (9E,12E,14E)-4-Benzenesulfinyl-15-phenyl-pentadeca-9,12,14-triene-5,7-diynoic acid methyl ester 

Relevant articles and documents

Neutral sulfur nucleophiles: Synthesis of thioethers and thioesters by substitution reactions of N-heterocyclic carbene boryl sulfides and thioamides

Newly discovered boryl sulfides and N-borylthioamides are shown to serve as neutral sources of sulfur nucleophiles in substitutions reactions. For example, heating of diMe-Imd-BH(SPh)2 with benzyl bromides, primary bromides, or acid chlorides provides the corresponding thioethers or thioesters in high yields. Likewise, N-phenyltetrazole thioethers/esters are made from a readily available N-borylthionotetrazole. The formation of the boryl sulfide and its onward nucleophilic substitution can be telescoped down to a one-pot reaction whose components are an NHC-borane (NHC-BH3), a disulfide, and an electrophile.

Titanacyclobutenes or titanium vinyl carbene complexes? Reactivity of organotitanium species generated by the reaction of γ-chloroallyl sulfides with a titanocene(II) reagent

The reactivity of the organotitanium species generated by the reductive titanation of γ-chloroallyl sulfides with the titanocene(II) reagent [Cp2Ti{P(OEt)3}2] was studied. The organotitanium species formed from α-monosubstituted γ-chloroallyl sulfides reacted with 1,5-diphenylpentan-3-one and styrene to produce conjugated dienes and vinyl cyclopropanes as major products, thus suggesting the formation of vinyl carbene complexes as intermediates. On the contrary, the organotitanium species generated from acyclic β,γ-disubstituted γ-chloroallyl sulfides revealed titanacyclobutene-like reactivity, and their reaction with 1,5-diphenylpentan-3-one produced homoallyl alcohols. These organotitanium species did not react with styrene, but did react with dichlorophenylphosphine to afford phosphacyclobutenes. In the case of β-monosubstituted, γ-monosubstituted, and α,γ- disubstituted γ-chloroallyl sulfides, the organotitanium species reacted with both 1,5-diphenylpentan-3-one and styrene. The former reaction produced homoallyl alcohols and the latter gave vinyl cyclopropanes or unconjugated dienes. These results suggest that titanacyclobutenes and/or titanium vinyl carbene complexes are produced by the reductive titanation of γ-chloroallyl sulfides depending on their substitution patterns.

Ruthenium-catalyzed S-propargylation of thiols enables the rapid synthesis of propargylic sulfides

A new and highly efficient catalytic system based on CpRuClL2 is proposed for the S-propargylation of thiols by propargylic carbonates under neutral conditions, in which specific requirements inherent to the different reactivities of aliphatic and aromatic thiols are achieved by tuning both the nature of the ancillary ligand L and the experimental conditions. Copyright