bp 41 °C/36 mmHg or 105 °C/760 mmHg; n20/
D 1.4570.
5-Trimethylsilyl-1,3-pentadiene is a useful pentadienylation reagent; an allyl silane; a precursor
for 1-trimethylsilyldienes and intramolecular Diels–Alder
substrates).
5-Trimethylsilyl-1,3-pentadiene may be prepared in 85% yield by the reaction
of pentadienyllithium with chlorotrimethylsilane in THF at
room temperature.1–3 Generally the product is ≈95% (E) isomer
as judged by IR (strong band at 1000 cm?1) or NMR(trans
coupling constant of 15.2 Hz for proton at C-3, 5.92 ppm).
