90481-40-6

Usage

Common uses

Fungicide, bactericide, preservative for wood, textiles, leather products, industrial cooling water systems, industrial coatings, personal care products, and cosmetics

Structure

Phenolic structure with a chlorine substituent on the benzene ring and a benzothiazole ring fused to the phenol ring

Physical properties

Pale yellow solid, low water solubility

Additional studies

Potential antifungal and antimicrobial properties.

InChI:InChI=1/C13H8ClNOS/c14-8-5-6-9(11(16)7-8)13-15-10-3-1-2-4-12(10)17-13/h1-7,16H

Upstream product

• 5106-98-9 4-chlorosalicylic acid 
• 137-07-5 2-amino-benzenethiol 
• 104-88-1 4-chlorobenzaldehyde 
• 6265-91-4 2-(4-chlorophenyl)benzothiazole 

Relevant academic research and scientific papers

Direct Oxygenation of C-H Bonds through Photoredox and Palladium Catalysis

This report presents the oxygenation of C-H bonds via the merger of photocatalysis and Pd catalysis. Herein, we describe the utilization of a photocatalyst to oxidize an organopalladium(II) intermediate to high-valent PdIII or PdIV intermediates, which promotes the formation of C-O bonds. The demonstrated method works efficiently with various directing groups, such as oxime ether and benzothiazole. The applicability of this direct C-O bond formation method is shown by synthesizing several metal complexes of 2-(benzo[d]thiazol-2-yl)phenol that can be used in organic light-emitting diodes and pharmaceuticals.

Metallaphotoredox-Mediated Csp2-H Hydroxylation of Arenes under Aerobic Conditions

The direct hydroxylation of 2-arylpyridines and 2-arylbenzothiazoles via the merger of organic photoredox and metal catalysis is reported where 4CzIPN is used as the visible-light photocatalyst and Pd(OAc)2 as the metal catalyst. This method has been employed to synthesize organic molecules exhibiting excited-state intramolecular proton transfer properties for generating tunable luminescence responses.

Palladium catalyzed Csp2-H activation for direct aryl hydroxylation: The unprecedented role of 1,4-dioxane as a source of hydroxyl radicals

A novel strategy for direct aryl hydroxylation via Pd-catalysed Csp2-H activation through an unprecedented hydroxyl radical transfer from 1,4-dioxane, used as a solvent, is reported with bio relevant and sterically hindered heterocycles and various acyclic functionalities as versatile directing groups.

Regioselective ortho-hydroxylation of 2-arylbenzothiazole via substrate directed C-H activation

An efficient protocol has been developed for the direct ortho-hydroxylation of 2-arylbenzothiazole using Pd(OAc)2 as the catalyst and either of DIB/AcOH or Oxone/TFA combinations under air atmosphere. Under both these conditions, the methodology tolerates a diverse array of substituents giving good to excellent yields of corresponding ortho-hydroxylated products. Regioselective hydroxylation is observed at the less sterically hindered site of the phenyl ring possessing substituents at its meta position.

Solid-state Fluorescent Photophysics of Some 2-Substituted Benzothiazoles

The solid-state fluorescence properties of a series of benzothiazoles with phenyl, napthalene, and coumarin moieties substituted at the 2-position have been investigated.The necessity for a 2'-OH substituent for fluorescence has been confirmed and the effects of further substitution in the 2-phenyl ring are reported.