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Useful precursor of isopropylidene unit by Wittig reaction with aldehydes. It is also used in tandem cyclopropanation and Wittig olefination in a synthesis of chrysanthemic acid. Also employed in Wittig and cyclopropanation reactions. It is used as a reactant for total synthesis of heliananes, in the preparation of highly substituted benzene derivatives, synthesis of curcuphenol and elvirol analogs via a retro-aldol reaction as fungicidal agents, 4-substituted methoxylbenzoyl-aryl-thiazoles analogues as potent and orally bioavailable anticancer agents.
Richard A. Bartsch, et. al. Synthesis of highly lipophilic crown ether carboxylic acids.J Org Chem.,1983,48(25), 4864-4869.
Hiroshi Yamataka, et al. Mechanistic study of the Wittig reaction of benzophenone with a nonstabilized ylide.J. Org. Chem.,1988,53(16), 3877-3879.
Useful precursor of isopropylidene unit by Wittig reaction with aldehydes: J. Am. Chem. Soc., 103, 2823 (1981), and ketones: J. Org. Chem., 53, 3877 (1988).
The derived phosphorane can also add to activated double bonds to give gem-dimethyl cyclopropanes: Tetrahedron Lett., 3781 (1972). For use of tandem cyclopropanation and Wittig olefination in a synthesis of chrysanthemic acid, see: Tetrahedron Lett., 3911 (1976):
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P261-P264b-P271-P280-P302+P352-P305+P351+P338-P314-P332+P313-P337+P313-P362-P501c
Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Get medical advice/attention if you feel unwell. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. Dispose of contents/ container to an approved waste disposal plant