Allyltrichlorosilane acts as a reagent that produces homoallylic alcohols upon reaction with aldehydes in DMF. It is used to make silicones and glass fiber fininshes.
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Applications
Allyltrichlorosilane acts as a reagent that produces homoallylic alcohols upon reaction with aldehydes in DMF. It is used to make silicones and glass fiber fininshes.
Solubility
Soluble in THF, toluene, benzene. Reacts with water.
Notes
Moisture Sensitive. Store at 4°C. Store away from oxidizing agents and moisture. Incompatible with water.
RUO – Research Use Only
General References:
- Shū Kobayashi; Chikako Ogawa; Hideyuki Konishi and Masaharu Sugiura. Chiral Sulfoxides as Neutral Coordinate-Organocatalysts in Asymmetric Allylation of N-Acylhydrazones Using Allyltrichlorosilanes.J. Am. Chem. Soc.2003, 125 (22), 6610-6611.
- Ryoji Hirabayashi; Chikako Ogawa; Masaharu Sugiura and Shū Kobayashi. Highly Stereoselective Synthesis of Homoallylic Amines Based on Addition of Allyltrichlorosilanes to Benzoylhydrazones.J. Am. Chem. Soc.2001, 123 (39), 9493-9499.
- Allyltrichlorosilanes react with aldehydes in DMF without a catalyst to give high yields of the corresponding homoallylic alcohols, for example allyltrichlorosilane with benzaldehyde gives 1-phenyl-3-buten-1-ol and with cinnamaldehyde gives 1-phenyl-1,5-hexadien-3-ol, both in high yield: Tetrahedron Lett., 34, 3453 (1993); J. Org. Chem., 59, 6620 (1994).