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Catalyzed oxidation of 2-mercaptobenzothiazole to 2-hydroxybenzothiazole

✍ Scribed by Magdalena Stolcova; Milan Hronec

Publisher
Elsevier Science
Year
2010
Tongue
English
Weight
307 KB
Volume
115
Category
Article
ISSN
0165-0513

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✦ Synopsis

Abstract

The selective oxidation of 2‐mercaptobenzothiazole to 2‐hydroxybenzothiazole with molecular oxygen at temperatures of 50‐150°C and pressures of 0.3‐0.7 MPa has been studied in the presence of transition metal catalysts. The reaction proceeds via corresponding sulfinic and sulfonic acids which are quickly decomposed to the desired product in acetic acid as solvent at the reaction temperature. At temperatures below 90°C, the main reaction product is 2,2′‐dithiobis(benzothiazole) which is resistant to further oxidation. The type of central atom and ligand of the metal catalyst has a strong influence on the selectivity of 2‐hydroxybenzothiazole formation. In the presence of FeCl~2~ as catalyst, 85% selectivity at 95% conversion was achieved.

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Benzothiazole-accelerated sulfur vulcanization. II. 2-Mercaptobenzothiazole/zinc oxide and bis(2-mercaptobenzothiazole)zinc(II) as accelerators for 2,3-dimethyl-2-butene
✍ B. Morgan; W. J. McGill 📂 Article 📅 2000 🏛 John Wiley and Sons 🌐 English ⚖ 178 KB 👁 1 views

2,3-Dimethyl-2-butene (TME) was used as a model compound for polyisoprene in a study of 2-mercaptobenzotiazole (MBT)-accelerated sulfur vulcanization in the presence of ZnO. Mixes of curatives and TME were heated isothermally in evacuated sealed glass ampules at 150°C for various times and the react