Carbyl sulfate

Carbyl sulfate
Names
IUPAC name
1,3,2,4-Dioxadithiane 2,2,4,4-tetraoxide
Identifiers
503-41-3
ChemSpider 61459
Jmol interactive 3D Image
PubChem 68151
Properties
C2H4O6S2
Molar mass 188.17 g·mol−1
Appearance White solid
Melting point 107.5–109 °C (225.5–228.2 °F; 380.6–382.1 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Carbyl sulfate is an organosulfur compound with the formula C2H4(SO3)2. This a white solid is the product of the reaction of sulfur trioxide and ethylene. It is used in preparation of some dyes and other organosulfur compounds.[1]

Reactions

As a cyclic sulfate ester, it is an alkylating agent. Hydrolysis affords ethionic acid:

C2H4(SO3)2 + H2O → HOSO3C2H4SO3H

Ethionic acid undergoes further hydrolysis to isethionic acid:

HOSO3C2H4SO3H + H2O → HOC2H4SO3H + H2SO4

Isethionic acid is a precursor to vinylsulfonic acid.

References

  1. Kosswig, Kurt (2000). "Sulfonic Acids, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry (Wiley-VCH). doi:10.1002/14356007.a25_503. ISBN 3-527-30673-0.

Further reading

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