4-Bromothiophenol

Chemical properties

White to beige Crystalline powder or crystals, slightly soluble in water. Air sensitive, strongly irritating to eyes, respiratory system and skin.

The Uses of 4-Bromothiophenol

4-Bromothiophenol is a reagent used in the synthesis of indolyl-3-ehtanone-α-thioethers which act as non-toxic antimalrial agents. These compounds show anti-malarial activity, with no toxicity to a HeLa cell line.

Synthesis

4-Bromothiophenol can be synthesized via the reduction of 4-bromo-benzenesulfonyl chloride by red phosphorus and iodine in an acidic solution. Hydrogenation of 4,4'-dibromodiphenyl disulfide also produces 4-bromothiophenol.

Chemical reactions

4-Bromothiophenol reacts with acetylacetone in the presence of cesium carbonate to give 3-(4-bromophenylthio)pentane-2,4-dione. Like other thiols, it reacts with silver nitrate to produce silver 4-bromothiophenolate.

4-Bromobenzenethiol Applications

4-Bromobenzenethiol can undergo Suzuki-Miyaura reaction on palladium nanoparticles, whereas on gold nanoparticles it only undergoes a self-coupling reaction, and these two processes are known as hot carrier-induced processes.