Di-tert-butyl peroxide → HCID 10466935, compound

Participants

Reaction Steps

In a quartz photochemical reaction vessel equipped with a dry ice condenser, a stirred mixture of methanol (20 g), ditert-butyl peroxide (0.79) and CF3C(Br)═CF2 (10 g, 0.05 mol), was irradiated at 254 nm for ˜6 hr at ambient temperature for under nitrogen. (Note: CF3CBr═CF2 was added as a liquid (BP, 24-25° C.) in one lot before the reaction). Then the reaction mixture was concentrated to remove excess methanol. The concentrated material was taken in ˜40 mL ether, washed with 20 ml 20% aqueous sodium bisulphite followed by brine (10 mL) and distilled to afford the CF3CHBrCF2CH2OH (2.0 g) as a colorless liquid. Yield=26% based on CF3CBr═CF2. Boiling point, 30-31° C./ 8-10 mm Hg. GC-MS: m/e at (C4H4BrF5O) for M+; NMR spectra are consistent with the structure.

Provenance & Evidence