363197

3-Hydroxy-4-methyl-2(3H)-thiazolethione

97%

• Synonym(s): 2-Mercapto-4-methylthiazole 3-oxide
• Empirical Formula (Hill Notation): C₄H₅NOS₂
• CAS Number: 49762-08-5
• Molecular Weight: 147.22
• Beilstein: 1210145
• MDL number: MFCD00077793
• PubChem Substance ID: 24862354
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 97%
• mp: 92-94 °C (lit.)
• solubility: methanol: soluble 25 mg/mL, clear, brownish-yellow to brown
• SMILES string: CC1=CSC(=S)N1O
• InChI: 1S/C4H5NOS2/c1-3-2-8-4(7)5(3)6/h2,6H,1H3
• InChI key: LOKDIDVKVVVVHK-UHFFFAOYSA-N

Description

General description

3-Hydroxy-4-methyl-2(3H)-thiazolethione (HMTT) is a cyclic thiohydroxamic acid. It forms divalent complexes with the first-row d-block elements Co-Zn. Hydrated form of HMTT exhibits enhanced thermal stability and solubility compared with the anhydrous form. HMTT possess a chelating unit similar to pyrithione. Solid state chemistry of HMTT and its complexes with d-block elements has been reported.

Application

3-Hydroxy-4-methyl-2(3H)-thiazolethione may be employed as fungicide and alkoxy-radical precursors in the synthetic procedures. It may be useful in the Barton reaction for the generation of carbon radicals through decarboxylative rearrangement of the corresponding esters.

Packaging

1 g in glass bottle