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Primary and secondary alcohols can be protected as photolabile 2-benzoylbenzoate esters. Esterification can be accomplished in the presence of DCC/DMAP, and the ester is cleaved by photolysis in the presence of a reducing agent such as isopropanol or an amine, in which case the by-product is 3-phenylphthalide. The method has also been applied to the protection of thiols: J. Org. Chem., 61, 9455 (1996)./n
Hazard Statements: H315-H319-H335
Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statements: P280g-P305+P351+P338
Wear protective gloves. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.