1,3-Propane sultone

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1,3-Propane sultone
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Template:Longitem Template:Chembox Elements/molecular formula
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Appearance White crystalline solid; colorless liquid above 31 °C
Density 1.392 g/cm3 at 40 °C
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1,3-Propane sultone is the organosulfur compound with the formula (CH2)3SO3. It is a cyclic sulfonate ester, a class of compounds called sultones.[2][3] 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.

Hydrolysis of Propane-1,3-sultone

It has been used in the synthesis of specialist surfactants, such as CHAPS detergent.[4]

Safety

Typical of activated esters, 1,3-propane sultone is an alkylating agent. 1,3-Propane sultone is toxic, carcinogenic, mutagenic, and teratogenic.[5][6]

See also

References

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