Allyltrimethylsilane

Allyltrimethylsilane undergoes a photochemical thiol-ene reaction with thiolated soybean oil to form a liquid, inert silicon-containing adduct, and no oligomerization occurs during the synthesis process^[1].
Allyltrimethylsilane exhibits differential reaction outcomes under different Lewis acid catalytic systems: it reacts with triethyl orthoformate to produce diallyl ether instead of homoallyl acetal; under the action of various catalysts such as liquid SO₂, I₂, TMSNTf₂, BiBr₃, FeCl₃, and Al‑MCM‑41, it reacts with various acetals/ketals to afford homoallyl ethers with yields ranging from variable to quantitative, as well as C‑allyl glycoside products with an α/β stereoselectivity of 8/1; it also reacts with aliphatic aldehydes and aromatic aldehydes to yield homoallyl alcohols^[2].

Allyltrimethylsilane can be synthesized from allylmagnesium bromide and trimethylchlorosilane; it undergoes Markovnikov-selective electrophilic addition with hydrogen bromide, hydrogen iodide, and chlorine; it yields n-propyltrimethylsilane via catalytic hydrogenation with Raney nickel; its reaction with anhydrous aluminum chloride initiates non-simple polymerization, producing viscous polymers with a high boiling range^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.