105688-46-8

Basic information

• Product Name: O-4-Phenylbut-3-yn-1-yl S-methyl dithiocarbonate
• Synonyms: O-4-Phenylbut-3-yn-1-yl S-methyl dithiocarbonate
• CAS NO: 105688-46-8
• Molecular Weight: 236.359
• Mol File: 105688-46-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: O-4-Phenylbut-3-yn-1-yl S-methyl dithiocarbonate(CAS DataBase Reference)
• NIST Chemistry Reference: O-4-Phenylbut-3-yn-1-yl S-methyl dithiocarbonate(105688-46-8)
• EPA Substance Registry System: O-4-Phenylbut-3-yn-1-yl S-methyl dithiocarbonate(105688-46-8)

Safety Data

• Hazardous Substances Data: 105688-46-8(Hazardous Substances Data)

Upstream product

• 4440-01-1 lithium phenylacetylide 
• 75-15-0 carbon disulfide 
• 10229-11-5 4-phenyl-but-3-yn-1-ol 
• 74-88-4 methyl iodide 

Downstream Products

• 144303-03-7 4,5-dihydro-3-(E)-benzylidene-2(3H)-furanthione 
• 105688-51-5 3-Benzyl-4,5-dihydrofuran-2(3H)-thione 
• 6285-99-0 (E)-benzylidenedihydro-2(3H)-furanone 

Relevant articles and documents

Tributylstannane-Mediated Cyclization of Thionocarboxylic Acid Derivatives

Cyclization reactions of various thionoesters and thioamides involving the addition of tri-n-butylstannyl radical to a thiocarbonyl group and intramolecular addition of the resulting radical to a carbon-carbon multiple bond was studied.Dithiocarbonate and (imidazolyl)thiocarbonyl derivatives of homoallylic alcohols gave α-substituted γ-thionobutyrolactones.The reaction is highly dependent on the substitution pattern on the double bond, a high yield of products being obtained only when the double bond is activated and unhindered. (Z)-4-Phenylbut-3-enyl thionobenzoate afforded 4,5-dihydro-2-phenyl-3-benzylfuran in low yield.In reactions involving a thioamide group, good yields of cyclic products were obtained only from compounds in which the electron density on the nitrogen atom is decreased by an electron attracting group.Cyclization of 1-((E)-4-phenylbut-3-en-1-yl)-5-thioxopyrrolidin-2-one (23) afforded 1-aza-4-benzylbicyclooct-4-en-8-one (33).

SYNTHESIS OF α-ALKYLIDENE-γ-LACTONES BY INTRAMOLECULAR ADDITION OF ALKOXYCARBONYL FREE-RADICALS TO ACETYLENES

α-Alkylidene-γ-lactones are obtained by treatment of chloroformate and selenocarbonate derivatives of homopropargylic alcohols with tri-n-butylstannane.