COMMERCIAL
762-72-1

All structures are computer generated. Please rely on the product data below for placing your order. If you see any errors in structures, please email customer service so that they can be addressed.

ALLYLTRIMETHYLSILANE

Product Code: SIA0555.0

Cas No: 762-72-1

R&D quantities:

1.5 kg
$901.50
100 g
$174.00
25 g
$54.00

Interested in a Commercial Order?

Boiling Point: 85-6°

EINECS Number: 212-104-5

Molecular Weight: 114.26

Specific Gravity: 0.7193

Flashpoint: 7°C (45°F)

HMIS Key: 2-4-0-X

Hydrolytic Sensitivity: 2: reacts with aqueous acid

Formula: C6H14Si

Refractive Index: 1.4074

TSCA: TSCA

Application: Key reviews.1,2,3,4
Carries out deoxygenative allylation of benzylic alcohols.10
Allylates lithium alkoxides w/ loss of the lithium oxide.11
Forms benzylic homoallylic alcohols in a 3-component reaction w/ aldehydes.12
Diallylates ketones via their ketals.13
Undergoes polymerization with zirconocene complexes.5
Provides functional termination of living carbocationic polymerized polyisobutylenes.6
Allylates dioxolanes.7
Allylates imines under fluoride catalysis.8
Provides alternative for the formation of trans-allyl-2,3-O-isopropylidene-protected pyrrolidines.9

Reference: 1. Handbook for Reagents for Organic Synthesis, Reagents for Silicon-Mediated Organic Synthesis, Fuchs, P. L. Ed., John Wiley and Sons, Ltd., 2011, p. 14-24.
10. De, S. K.; Gibbs, R. A. Tetrahedron Lett. 2005, 46, 8345.
11. Kabalka, G. W. et al. Organometallics 2007, 26, 4112.
12. Kataki, D.; Phukan, P. Tetrahedron Lett. 2009, 50, 1958.
13. Galy, N. et al. Tetrahedron 2011, 67, 1448.
2. Weber, W. In Silicon Reagents for Organic Synthesis; Springer-Verlag: 1983, p173.
3. Fleming, I. Synthesis 1979, 761.
4. Hosomani, N. Acc. Chem. Res. 1988, 21, 200.
5. Habane, S. et al. Macromol. Chem. Phys. 1998, 199, 2211.
6. Wilczek, L. et al. J. Polym. Sci., Part A: Polym. Chem. 1987, 25, 3255.
7. Dussault, P. H.;Liu, X. Org. Lett. 1999, 1, 1391.
8. Weng, D. K. et al. J. Org. Chem. 1999, 64, 4233.
9. De Armas, P. et al. Org. Lett. 2000, 3, 3513.

Fieser:

Additional Properties: Versatile synthon - transfers allyl group, highly nucleophilic double bond