Molecular structure of Allyltrichlorosilane, CAS Number: 107-37-9
Allyltrichlorosilane (CAS 107-37-9)
Application:
Allyltrichlorosilane is a reagent that produces homoallylic alcohols upon reaction with aldehydes in DMF
CAS Number:
107-37-9
Molecular Weight:
175.52
Molecular Formula:
C3H5Cl3Si
Supplemental Information:
This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
Available in US only.
Available in US only.
* Refer to Certificate of Analysis for lot specific data.
QUICK LINKS
Ordering Information
Description
Technical Information
Safety Information
SDS & Certificate of Analysis
Allyltrichlorosilane is a chemical compound that functions as a versatile reagent in organic synthesis. It acts as a source of allyl group in various reactions, such as allylation, cross-coupling, and olefin metathesis. The mode of action involves the nucleophilic attack of the allyl group on electrophilic species, leading to the formation of new carbon-carbon bonds. Particularly useful in the construction of complex organic molecules, as it enables the introduction of the allyl functionality with high regio- and stereo-selectivity. Allyltrichlorosilane can participate in a range of transformations, including allylic substitution, cyclopropanation, and allylic oxidation, expanding its utility in chemistry. Its ability to undergo diverse reactions makes it useful for the preparation of products, intermediates, and functional materials.
Allyltrichlorosilane (CAS 107-37-9) References
- Chiral 2,2'-bipyridine-type N-monoxides as organocatalysts in the enantioselective allylation of aldehydes with allyltrichlorosilane. | Malkov, AV., et al. 2002. Org Lett. 4: 1047-9. PMID: 11893218
- Polymer-supported formamides as reusable organocatalysts for allylation of aldehydes with allyltrichlorosilane. | Ogawa, C., et al. 2003. Chem Commun (Camb). 192-3. PMID: 12585386
- Chiral sulfoxides in the enantioselective allylation of aldehydes with allyltrichlorosilane. | Rowlands, GJ. and Kentish Barnes, W. 2003. Chem Commun (Camb). 2712-3. PMID: 14649824
- Polystyrenes with chiral phosphoramide substituents as Lewis base catalysts for asymmetric addition of allyltrichlorosilane: enhancement of catalytic performance by polymer effect. | Oyama, T., et al. 2005. Chem Commun (Camb). 1857-9. PMID: 15795766
- Proline-based N-oxides as readily available and modular chiral catalysts. Enantioselective reactions of allyltrichlorosilane with aldehydes. | Traverse, JF., et al. 2005. Org Lett. 7: 3151-4. PMID: 16018608
- METHOX: a new pyridine N-oxide organocatalyst for the asymmetric allylation of aldehydes with allyltrichlorosilanes. | Malkov, AV., et al. 2005. Org Lett. 7: 3219-22. PMID: 16018625
- Ultraviolet photochemistry of trichlorovinylsilane and allyltrichlorosilane: vinyl radical (HCCH2) and allyl radical (H2CCHCH2) production in 193 nm photolysis. | DeSain, JD., et al. 2006. Phys Chem Chem Phys. 8: 2240-8. PMID: 16688306
- First enantioselective organocatalytic allylation of simple aldimines with allyltrichlorosilane. | Jagtap, SB. and Tsogoeva, SB. 2006. Chem Commun (Camb). 4747-9. PMID: 17109057
- Aryl tert-butyl sulfoxide-promoted highly enantioselective addition of allyltrichlorosilane to aldehydes. | Wang, P., et al. 2009. Org Biomol Chem. 7: 3741-7. PMID: 19707678
- Enantioselective allylation of α,β-unsaturated aldehydes with allyltrichlorosilane catalyzed by METHOX. | Malkov, AV., et al. 2011. J Org Chem. 76: 4800-4. PMID: 21534567
- Chiral sulfoxides in the enantioselective allylation of aldehydes with allyltrichlorosilane: a kinetic study. | Monaco, G., et al. 2012. Org Biomol Chem. 10: 9650-9. PMID: 23139050
- Synthesis and Olfactory Properties of a 6'-Silasubstituted 'Spiro[4.5]-δ-Damascone'. | Lovchik, MA. and Kraft, P. 2017. Chemistry. 23: 4590-4596. PMID: 28009935
- Rhodium-Catalyzed Atroposelective C-H Arylation: Efficient Synthesis of Axially Chiral Heterobiaryls. | Wang, Q., et al. 2019. J Am Chem Soc. 141: 9504-9510. PMID: 31184139
- TetraPh-Tol-BITIOPO: a new atropisomeric 3,3'-bithiophene based phosphine oxide as an organocatalyst in Lewis base-catalyzed Lewis acid mediated reactions. | Mirco, AV., et al. 2019. Org Biomol Chem. 17: 7474-7481. PMID: 31361281
- Axially chiral N,N'-dioxides ethers for catalysis in enantioselective allylation of aldehydes. | Wu, S., et al. 2019. Chirality. 31: 947-957. PMID: 31456306
Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Allyltrichlorosilane, 5 g | sc-239211 | 5 g | $56.00 | |||
| US: Only available in the US | ||||||