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Thioacetic acid

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Skeletal formula of thioacetic acid

Thioacetic acid is an organic compound with the molecular formula CH3COSH. It is the sulfur equivalent of acetic acid (AcSH) with a lower boiling point (88-91.5°C). It is used in organic chemistry for the introduction of thiol groups in molecules.

In one application the reagent is used with AIBN in a free radical mediated nucleophilic addition to an exocyclic alkene forming a thioester [1] :

thioacetic acid application
thioacetic acid application

References

  1. ^ Synthesis of methyl 6-deoxy-4-O-(sodium sulfonato)-α-Ltalopyranoside, its C-4 epimer and both isosteric [4-C-(potassium sulfonatomethyl)] derivativesLászló Lázár, Magdolna Csávás, Anikó Borbás, Gyöngyi Gyémánt, and András Lipták ARKIVOC 2004 (vii) 196-207 Link