Thioacetic acid (AcSH)

Sandra Forbes

Product Manager

Thioacetic acid can be used as a mild reducing agent for the deoxygenation of sulfoxides, reduction of azides and azobenzenes.

Recent Literature

The use of NH4HCO3 in ethanol as solvent enables an efficient N-O bond cleavage of hydroxamic acids in the presence of thioacetic acid to afford primary amides with high functional group compatibility, while O-acylation occurs when NEt3 as base and H2O as solvent were used. These facile transformations could be scaled up to the gram level smoothly.

R. Wang, Y. Chen, B. Fei, J. Hu, J. Chen, Y. Luo, Y. Xia, Org. Lett., 2023, 25, 2964-2969. https://pubs.acs.org/doi/10.1021/acs.orglett.3c00735

Thioacetic acid mediates a mild catalyst- and metal-free hydrogenation of azobenzenes to hydrazobenzenes in very good yields under visible light irradiation. The method is compatible with a variety of substituents and tolerates other unsaturated functionalities (carbonyl, alkenyl, alkynyl, etc.). Preliminary mechanistic study indicated that the transformation could be a radical process.

Q. Li, Y. Luo, J. Chen, Y. Xia, J. Org. Chem., 2023, 88, 2443-2452. https://pubs.acs.org/doi/10.1021/acs.joc.2c02873

Quoted from: https://www.organic-chemistry.org/chemicals/reductions/thioaceticacid-AcSH.shtm

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