(2,4-PENTADIENYL)TRIMETHYLSILANEDISC 06/13/03 Property

Boiling point:

127°C

Density 

0.758±0.06 g/cm3(Predicted)

Flash point:

18°C

solubility 

sol hexane, benzene, CH2Cl2, ether, THF.

Safety

Risk Statements 

11-36/37/38

Safety Statements 

16-26-36

RIDADR 

1993

Hazard and Precautionary Statements (GHS)

(2,4-PENTADIENYL)TRIMETHYLSILANEDISC 06/13/03 Chemical Properties,Usage,Production

Physical properties

bp 41 °C/36 mmHg or 105 °C/760 mmHg; n20/ D 1.4570.

Uses

5-Trimethylsilyl-1,3-pentadiene is a useful pentadienylation reagent; an allyl silane; a precursor for 1-trimethylsilyldienes and intramolecular Diels–Alder substrates).

Preparation

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).