They are often prepared in situ by acidification of the corresponding sulfinate salts, which are typically more robust than the acid. These salts are generated by reduction of sulfonyl chlorides. An alternative route is the reaction of Grignard reagents with sulfur dioxide. Transition metal sulfinates are also generated by insertion of sulfur dioxide into metal alkyls, a reaction that may proceed via a metal sulfur dioxide complex.
An example of a simple, well-studied sulfinic acid is phenylsulfinic acid. A commercially important sulfinic acid is thiourea dioxide, which is prepared by the oxidation of thiourea with hydrogen peroxide.
- (NH2)2CS + 2H2O2 → (NH)(NH2)CSO2H + 2H2O
Another commercially important sulfinic acid is hydroxymethyl derivative, which is usually employed as its sodium salt (HOCH2SO2Na). Called Rongalite, this anion is a commercially useful reducing agent.
- Sulfinic Acids at the US National Library of Medicine Medical Subject Headings (MeSH)
- Diagram at ucalgary.ca
- Diagram at acdlabs.com
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