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1,3-Propane sultone

1,3-Propane sultone is the organosulfur compound with the formula (CH<sub>2</sub>)<sub>3</sub>SO<sub>3</sub>. It is a cyclic sulfonate ester, a class of compounds called sultones. It is a readily melting colorless solid.

Synthesis

It may be prepared by the acid catalyzed reaction of allyl alcohol and sodium bisulfite.

Reactions

1,3-propane sultone is an activated ester and is susceptible to nucleophilic attack. It hydrolyzes to the 3-hydroxypropylsulfonic acid.

It has been used in the synthesis of specialist surfactants, such as CHAPS detergent.

Safety

Typical of activated esters, 1,3-propane sultone is an alkylating agent. 1,3-Propane sultone is toxic, carcinogenic, mutagenic, and teratogenic.

See also

References