clear colorless to pale yellow liquid
Tributyl(vinyl)tin is used as a reagent in the palladium catalyzed synthesis of allyl and benzyl ethers. It is also a vinyl nucleophile for bromoacetylene and bromoaromatics.
Tributyl(vinyl)tin is used as a vinyl nucleophile in palladium-mediated cross-coupling reactions; it is sometimes used as a vinyl lithium precursor.
Tributyl(vinyl)tin is conveniently prepared by the reaction of Vinylmagnesium Bromide with Tri-n-butylchlorostannane.
Tributyl(vinyl)tin is air- and water-stable; requires no special handling or storage. Organostannanes are toxic and should only be used in a well ventilated hood. All glassware should be rinsed in a KOH/EtOH bath during cleaning
Fractionate the stannane under reduced pressure and taking the middle fraction to remove impurities such as (n-Bu)3SnCl. [Seyferth & Stone J Am Chem Soc 79 515 1957, Beilstein 16 III 1279.]