Synthesis
2-Methylthiobenzaldehyde (2a) (30.0 g, 0.20 mol), magnesium oxide (3.0 g), and toluene (50.0 g) were added to a 250 mL three-necked flask equipped with a mechanical stirrer, thermometer, and water separator. The mixture was then heated to reflux, and chloroacetone (3a) (23.0 g, 0.24 mol) was added dropwise under vigorous stirring. Water produced during the reaction was separated. The reaction was completed within 4 hours. After the reaction was complete, insoluble substances were removed by filtration while keeping the mixture hot, and toluene was then removed under vacuum at 60°C. Thus, Thianaphthene-2-carboxylic acid was given. The yield was 83%.
Chemical Properties
off-white to yellowish-beige crystalline powder
Uses
Thianaphthene-2-carboxylic acid may be used for the fabrication of carboxylated conducting polymer/CNTs (carbon nanotubes) composites thin films.
Synthesis Reference(s)
The Journal of Organic Chemistry, 21, p. 39, 1956
DOI: 10.1021/jo01107a007
General Description
Thianaphthene-2-carboxylic acid, a benzothiophene, is a heterocyclic sulfur compound. It undergoes degradation (23%) by employing a mixture of washed cells of
Rhodococcus erythropolis DS-3 and
Gordonia sp. C-6.