54730-18-6

Journal of the American Chemical Society, 108, p. 4568, 1986 DOI: 10.1021/ja00275a051

Bromomethanesulphonylbromide is prepared as followed: to a stirred suspension of sym-trithiane (0.73 mol) in water was added Br2 (7.1 mol) dropwise to maintain a reaction temperature of 35-40 °C. Cooling by ice bath may be required. After the addition of Br2 is complete, the reaction is stirred for an additional 15 min. The product is extracted into CH2Cl2, washed with 5% sodium bisulfite solution, and dried. Concentration and distillation yields bromomethanesulfonyl bromide in 42-48% yield as a pale yellow liquid.

Reactive sulfonylating agent: avoid contact with skin and mucous membranes. Stable at 25 °C for at least 2 weeks. Decomposes forming CH2Br2 and SO2. Use in a fume hood.