Gelest, Inc. DIVINYLDIMETHYLSILANE SID4606.0

Additional Properties Hydrolytic Sensitivity 1: no significant reaction with aqueous systems Application Forms copolymers with maleic anhydride.1 Forms polyamine macrocycles on reaction with Li dialkylamides, e.g. LiEtNCH2CH2NEtLi.2 Forms "smart" silamine polymers on reaction with 3,6-diazaoctane.3 Potential vinyl nucleophile in cross-coupling reactions.4 Reference 1. Butler, G. et al. J. Polym. Sci. 1970, A1-8, 523. 2. Nagasaki, Y. et al. Chem. Lett. 1993, 1825. 3. Nagasaki, Y. et al. Chemtech 1997, 27(3), 23. 4. Larson, G. L. “Silicon-Based Cross-Coupling Reagents” Gelest, Inc. 2011. Safety Packaging Under Nitrogen Alkenylsilane Cross-Coupling Agent The cross-coupling reaction is a highly useful methodology for the formation of carbon-carbon bonds. It involves two reagents, with one typically being a suitable organometallic reagent - the nucleophile - and the other a suitable organic substrate, normally an unsaturated halide, tosylate or similar - the electrophile. Divinyldimethylsilan e; Diethenyldimethylsil ane Potential vinyl donor in cross-coupling reactions Forms copolymers with maleic anhydride Forms polyamine macrocycles on reaction with Li dialkylamides, e.g. LiEtNCH2CH2NEtLi Forms “smart” silamine polymers on reaction with 3,6-diazaoctane Potential vinyl nucleophile in cross-coupling reactions Extensive review of silicon based cross-coupling agents: Denmark, S. E. et al. "Organic Reactions, Volume 75" Denmark, S. E. ed., John Wiley and Sons, 233, 2011