30718-19-5

Basic information

• Product Name: Silane, [(4-chlorophenyl)thio]trimethyl-
• CAS NO: 30718-19-5
• Molecular Formula: C9H13ClSSi
• Molecular Weight: 216.807
• Mol File: 30718-19-5.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Silane, [(4-chlorophenyl)thio]trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Silane, [(4-chlorophenyl)thio]trimethyl-(30718-19-5)
• EPA Substance Registry System: Silane, [(4-chlorophenyl)thio]trimethyl-(30718-19-5)

Safety Data

• Hazardous Substances Data: 30718-19-5(Hazardous Substances Data)

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 32812-93-4 Pb(SC₆H₄Cl-4)2 
• 106-54-7 p-Chlorothiophenol 

Downstream Products

• 104867-34-7 N-(p-chlorophenyldithio)succinimide 
• 21021-60-3 S-acetyl-4-chlorothiophenol 
• 1142-19-4 4,4'-dichlorodiphenyl disulfide 
• 13343-26-5 phenyl p-chlorophenyl sulfide 
• 5120-72-9 p-chlorophenyl ethyl sulfide 
• 5181-10-2 bis(4-chlorophenyl)sulfide 
• 53830-54-9 4-chlorophenyl benzyl sulfide 
• 18740-04-0 cinnamyl p-chlorophenyl sulfide 
• 21969-11-9 1-(4-chlorophenylthio)-4-nitrobenzene 
• 15318-33-9 chlorocarbonylbis(triphenylphosphine)rhodium(I) 
• 88275-95-0 1-chloro-4-(4-nitrophenylmethylthio)benzene 
• 14366-73-5 2-chloroethyl 4-chlorophenyl sulfide 
• 25927-87-1 p-(Trimethylsilyl)-thiophenol 
• 28188-59-2 C₁₈H₁₅ClN₂O₄S₃ 

Relevant articles and documents

Tandem Insertion/[3,3]-Sigmatropic Rearrangement Involving the Formation of Silyl Ketene Acetals by Insertion of Rhodium Carbenes into S-Si Bonds

Allyl 2-diazo-2-phenylacetates are shown to react with trimethylsilyl thioethers in the presence of rhodium(II) catalysts to generate α-allyl-α-thio silyl esters. The transformation involves a tandem process involving formal rhodium-catalyzed insertion of the carbene group into the S-Si bond to generate a silyl ketene acetal, followed by a spontaneous Ireland-Claisen rearrangement. The silyl ester products were isolated as the corresponding carboxylic acids after aqueous workup. Intramolecular cyclopropanation of the allyl fragment generally competes with addition of the heteroatom to the carbene center. The reaction occurs under mild conditions and in high yield, allowing for rapid entry into rearrangement tetrasubstituted products. Propargyl esters were shown to generate the corresponding α-allenyl products.

Synthesis of a wide range of thioethers by indium triiodide catalyzed direct coupling between alkyl acetates and thiosilanes

An indium triiodide-catalyzed substitution of the acetoxy group in alkyl acetates with thiosilanes provides access to a variety of thioethers. The method is efficient for a wide scope of acetates such as primary alkyl, secondary alkyl, tertiary alkyl, allylic, benzylic, and propargylic acetates.

Synthesis, Structure, and Catalytic Activity of μ-Alkylthio- and μ-Arylthio-μ-chloro-dicarbonylbis(tri-tert-butylphosphane)dirhodium Complexes

Tetracarbonyldi-μ-chloro-dirhodium (1) reacts with tri-tert-butylphosphane and alkyl or aryl trimethylsilyl sulfides 4 to give complexes tBu3)2Cl(SR)> (5a-i).The complexes 5h,i with the surface active trialkoxysilyl groups are fixed onto a fused silica support.The X-ray structural analyses of tBu3)2Cl(StBu)> (5c) and tBu3)2Cl(SC6H4Cl)> (5g) indicate a cis-configuration of the tri-tert-butylphosphane ligands.The new complexes catalyze the isomerization of 1-octen-3-ol (10) into 3-octanone (11), of 4-allylanisole (12) into cis- and trans-4-(1-propenyl)anisole (13), of trans-stilbene oxide (14) into desoxybenzoin (15), the transfer hydrogenation of α,β-unsaturated ketones by formic acid (16 -> 17), and the transfer hydrogenolysis of trihalomethyl compounds (18, 20) by halogen free alcohols.