Allyl chloride is used as an alkylating agent. It is used in treatment with sodium bis(trimethylsilyl)amide gives the strained, highly reactive alkene cyclopropene.
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Applications
Allyl chloride is used as an alkylating agent. It is used in treatment with sodium bis(trimethylsilyl)amide gives the strained, highly reactive alkene cyclopropene.
Solubility
Soluble in water (3600 mg/L at 20°C), ethanol, ether, petroleum, acetone, chloroform, benzene, methanol and 2-prop.
Notes
Store at -20°C. Keep tightly closed in a dry and cool place. Keep in properly labeled containers. Keep containers tightly closed in a cool, well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Incompatible with strong oxidizing agents, boron trifluoride, sulfuric acid and nitric acid
RUO – Research Use Only
General References:
- Kenji Uneyama.; Nobuyoshi Kamaki.; Akihiko Moriya.; Sigeru Torii. Tin(II)-aluminum-promoted allylation of aldehydes with allyl chloride in an aqueous solvent system. J. Org. Chem. 1985, 50 (25), 5396-5399.
- Farley Fisher.; Douglas E. Applequist. Synthesis of 1-Methylcyclopropene. J. Org. Chem. 1965, 30 (6), 2089-2090.
- Lithiation with LDA in THF at -78° generatesɑ-chloroallyllithium which can be ɑ-alkylated with primary bromides in high yield. Displacement of the resulting allylic chloride with a dialkyl cuprate to give, stereoselectively, an (E)-alkene, has been used in a pheromone synthesis: J. Org. Chem., 45, 1504 (1981).
- Treatment with sodium bis(trimethylsilyl)amide gives the strained, highly reactive alkene cyclopropene. For details and Diels-Alder reactions, see: J. Org. Chem., 61, 6462 (1996).