Sulfur Dioxide → CID 10751188

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-bromobenzotrifluoride (34.2 g.) in diethyl ether at -20° to -25°C. was added over 25 minutes 71 ml. of a 1.95 M solution of n-butyllithium in hexane. After stirring an additional 20 minutes at -20°C., a solution of 20 g. of sulfur dioxide in 50 ml. of diethyl ether was added over 10 minutes at -20° to -30°C. The suspension was allowed to come to room temperature over 45 minutes and the lithium p-trifluoromethylphenyl sulfinate was isolated by centrifugation. The solid was slurried with 200 ml. of diethyl ether and recentrifuged, collected and dried under vacuum. The product had m.p. 259.5°-264.5°C. and analyzed for 84% sulfinic acid salt.

Provenance & Evidence