113794-23-3

Basic information

• Product Name: 1-Octynyltributylstannane
• Synonyms: (1-Octynyl)tributylstannane;1-Octynyltributylstannane;Tributyl(1-octynyl)stannane;Hexyltributylstannylacetylene;Tributyl-1-octynyltin
• CAS NO: 113794-23-3
• Molecular Formula: C₂₀H₄₀Sn
• Molecular Weight: 399.2416
• Mol File: 113794-23-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-Octynyltributylstannane(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Octynyltributylstannane(113794-23-3)
• EPA Substance Registry System: 1-Octynyltributylstannane(113794-23-3)

Safety Data

• Hazardous Substances Data: 113794-23-3(Hazardous Substances Data)

Upstream product

• 629-05-0 n-octyne 
• 688-73-3 tri-n-butyl-tin hydride 
• 1067-52-3 tributyltin methoxide 
• 1461-22-9 tributyltin chloride 

Downstream Products

• 159572-63-1 1-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-glucopyranosyl)oct-1-yne 
• 158999-83-8 1-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-β-D-galactopyranosyl)oct-1-yne 
• 158895-45-5 1-(6-O-acetyl-2-azido-3,4-di-O-benzyl-2-deoxy-α-D-galactopyranosyl)oct-1-yne 
• 127357-43-1 methyl 2-amino-N-(benzyloxycarbonyl)-3-decynoate 
• 127357-65-7 diphenylmethyl 2-amino-N-acetyl-3-decynoate 
• 127357-56-6 diphenylmethyl 2-amino-N-(benzyloxycarbonyl)-3-decynoate 
• 120133-44-0 (3S,5S,6R)-4-tert-butoxycarbonyl-5,6-diphenyl-3-(1'-octynyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 120133-44-0 (3SR,5SR,6RS)-4-tert-butoxycarbonyl-5,6-diphenyl-3-(1'-octynyl)-2,3,5,6-tetrahydro-1,4-oxazin-2-one 
• 917774-29-9 (E)-2-heptylidene-3-hexyl-5-methylcyclohex-3-enol 
• 161344-46-3 Acetic acid (2R,3S,4R,5S,6R)-5-acetylamino-3,4-bis-benzyloxy-6-oct-1-ynyl-tetrahydro-pyran-2-ylmethyl ester 
• 161254-85-9 Acetic acid (2R,3R,4R,5S,6R)-5-acetylamino-3,4-bis-benzyloxy-6-oct-1-ynyl-tetrahydro-pyran-2-ylmethyl ester 

Relevant articles and documents

GaBr3-catalyzed Coupling between α-Iodo Esters with Alkynylstannanes under UV Irradiation

A coupling between various alkynylstannanes with α-iodo esters was catalyzed by GaBr3 under UV irradiation conditions, for which a catalytic amount of GaBr3 was essential, and a radical coupling with the generated alkynylgallium species was involved. The desired α-alkynyl esters were selectively obtained even in the presence of an aryl-I bond, which is a reactive site in a conventional palladium-catalyzed system.

A Drastic Effect of TEMPO in Zinc-Catalyzed Stannylation of Terminal Alkynes with Hydrostannanes via Dehydrogenation and Oxidative Dehydrogenation

With a system consisting of a catalytic zinc Lewis acid, pyridine, and TEMPO in a nitrile medium, terminal alkynes coupled with HSnBu3, providing alkynylstannanes with structural diversity. The resulting alkynylstannane, without being isolated, could be directly used for Pd- and Cu-catalyzed transformations to deliver internal alkynes and more intricate tin-atom-containing molecules. Mechanistic studies indicated that TEMPOSnBu3 formed in situ from TEMPO and HSnBu3 works to stannylate the terminal alkyne in collaboration with the zinc catalyst, and that both of dehydrogenation and oxidative dehydrogenation processes are uniquely involved in a single reaction. (Figure presented.).