(Bromomethyl)cyclopropane is used in the synthesis of 1,4-dienes by iron-catalyzed cross-coupling with alkenyl Grignard reagents. It has been used as a synthetic building block for the introduction of the cyclopropylmethyl group.
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Applications
(Bromomethyl)cyclopropane is used in the synthesis of 1,4-dienes by iron-catalyzed cross-coupling with alkenyl Grignard reagents. It has been used as a synthetic building block for the introduction of the cyclopropylmethyl group.
Solubility
Not miscible in water.
Notes
Protect from heat. Store away from oxidizing agents. Incompatible with strong bases, strong oxidizing agents.
RUO – Research Use Only
General References:
- M.A. Mohammadi, W.V.F. Brooks. The microwave spectrum and conformation of bromomethyl cyclopropane.Journal of Molecular Spectroscopy.1979, 77 42-47 .
- O-Alkylation of phenols (KO-t-Bu/DMF) has been used as a means of protection. The cyclopropylmethyl ethers are stable to reducing agents (metal hydride, H2, Birch), but selectively cleaved by aqueous methanolic HCl: Chem. Pharm. Bull., 23, 2878 (1975).