62090-95-3

Usage

Physical Appearance

Pale yellow powder

Molecular Weight

332.49 g/mol

Primary Use

Accelerator in rubber production

Other Uses

+ Corrosion inhibitor in metalworking fluids
+ Fire retardant in plastics
+ Dye and pigment intermediate in the textile industry

Hazard Classification

Medium hazard chemical

Potential Health Effects

+ Skin and eye irritation
+ Respiratory irritation
+ Allergic skin reactions

Handling Recommendations

Proper handling procedures and personal protective equipment are recommended.

Upstream product

• 121-91-5 isophthalic acid 
• 137-07-5 2-amino-benzenethiol 
• 626-19-7 Isophthalaldehyde 
• 99-63-8 benzene-1,3-dicarbonyl dichloride 
• 149-30-4 2-thioxo-3H-1,3-benzothiazole 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 108-36-1 1,3-dibromobenzene 
• 88-73-3 2-Chloronitrobenzene 
• 101-02-0 triphenyl phosphite 
• 626-18-6 1,3-dimethanol benzene 

Relevant academic research and scientific papers

Synthesis of novel benzothiazole based fluorescent and redox-active organic nanoparticles for their application as selective and sensitive recognition of Fe3+ ions

A novel benzothiazole based compound (1) has been synthesized and further employed for the fabrication of fluorescent as well as redox active organic nanoparticles (1-ONPs) by adopting a nano-re-precipitation method. The formation of 1-ONPs was confirmed by Dynamic Light Scattering (DLS) and Transmission Electron Microscopy (TEM) techniques, where the size was found to be ~42.84 nm in the optimized conditions. The resulting 1-ONPs acted as selective and sensitive sensor for recognition of Fe3+ ions in dual transduction mode. The nanoparticles underwent quenching of fluorescence intensity as well as an amplified stripping current response in the presence of Fe3+. The high surface charge density worked as a tool for enhancing the current response of nanoparticles over bulk solution mode and hence is extended to in-field analysis.

An ESIPT-Dependent AIE Fluorophore Based on HBT Derivative: Substituent Positional Impact on Aggregated Luminescence and its Application for Hydrogen Peroxide Detection

Aiming to develop the facile organic fluorophore possessing excited state intramolecular proton transfer (ESIPT) and aggregation-induced emission (AIE), we designed and synthesized two isomers with different linkage site between hydroxyl of 2-(2-hydroxyphenyl) benzothiazole (HBT) and a benzothiazole substituent (para position refers to p-BHBT and ortho position refers to o-BHBT). Fluorescence emission properties of p-BHBT and o-BHBT in THF/water mixtures with different water volume fractions indicated an opposite luminescence in aggregates, in which p-BHBT showed an ESIPT-dependent AIE properties while o-BHBT displayed ESIPT effect and aggregation-caused quenching (ACQ) qualities. A possible mechanism for molecular actions to illustrate the aggregating luminescence alteration of these two isomers had been proposed and verified by theoretical and experimental studies. More importantly, Probe-1, generated from dual ESIPT-AIE fluorophore p-BHBT, was successfully used as a ratiometric fluorescent chemosensor for highly selective (above 15-fold over other ROS) and sensitive (69-fold fluorescence enhancement with 0.22 μM of detection limit) detection of hydrogen peroxide in aqueous solution and living cells, respectively.

Ionic-Liquid-Catalyzed Synthesis of Imines, Benzimidazoles, Benzothiazoles, Quinoxalines and Quinolines through C?N, C?S, and C?C Bond Formation

We report the tetramethyl ammonium hydroxide catalyzed oxidative coupling of amines and alcohols for the synthesis of imines under metal-free conditions by utilizing oxygen from air as the terminal oxidant. Under the same conditions, with ortho-phenylene diamines and 2-aminobenzenethiols the corresponding benzimidazoles and benzothiazoles were obtained. Quinoxalines were obtained from ortho-phenylene diamines and 1-phenylethane-1,2-diol, the conditions were then extended to the synthesis of quinoline building blocks by reaction of 2-amino benzyl alcohols either with 1-phenylethan-1-ol or acetophenone derivatives. The formation of C?N, C?S and C?C bonds was achieved under metal-free conditions. A broad range of amines (aromatic, aliphatic, cyclic and heteroaromatic) as well as benzylic alcohols including heteroaryl alcohols reacted smoothly and provided the desired products. The mild reaction conditions, commercially available catalyst, metal-free, good functional-group tolerance, broad range of products (imines, benzimidazoles, benzothiazoles, quinoxalines and quinolines) and applicability at gram scale reactions are the advantages of the present strategy.

Nano–silica supported palladium catalyst: Synthesis, characterization and application of its activity in Sonogashira cross–coupling reactions

This study deals about preparation of palladium(II) complex of 3,5–bis(2–benzothiazolyl)pyridine supported on nano silica functionalized with trimethoxysilylpropyl chloride, Pd(II)Cl2–BTP@TMSP–nSiO2. The synthesized heterogeneous cat

Elemental sulfur as a polyvalent reagent in redox condensation with: O -chloronitrobenzenes and benzaldehydes: Three-component access to 2-arylbenzothiazoles

Sulfur was found to be a polyvalent reagent in the multicomponent redox condensation with o-chloronitrobenzenes and benzaldehydes. 2-Arylbenzothiazoles was obtained in moderate to good yields in a highly atom-economical pathway.

Copper(II) bis-thiazole complex immobilized on silica nanoparticles: Preparation, characterization and its application as a highly efficient catalyst for click synthesis of 1,2,3-triazoles

In this work, the preparation of copper(II) complex of 3,5-bis(2-benzothiazolyl)pyridine, Cu(II)Br2-BTP, supported on nano silica functionalized with trimethoxysilylpropylchloride, Cu(II)Br2-BTP@TMSP-nSiO2, is reported. Th

Single-flask preparation of polyazatriaryl ligands by sequential borylation/Suzuki-Miyaura coupling

We report a convenient single-flask methodology for the preparation of polyazatriaryl products with relevance to luminescence, catalysis, and pharmacology. The diborylation of 1,3-dibromobenzenes and double Suzuki-Miyaura coupling produces 1,3-diheteroarylbenzenes. Similarly, borylation of heteroaryl halides and double coupling to 2,6-dichloropyridine produces 2,6-diheteroarylpyridines. This methodology appears general in producing challenging polyheteroaryl targets as long as the boronic esters have no ortho heteroatoms and coupling avoids adjacent oxygens.

Organometallic Complex, Luminescent Solid, Organic el Element and Organic el Display

The present invention aims to provide organic EL elements etc., containing phosphorescent organometallic complexes, that can exhibit longer durability, higher emitting efficiency, superior thermal/electrical stability, significantly longer operating life. The organic EL elements comprise an organic thin layer interposed between a positive hole transport layer and a electron transport layer, the organic thin layer comprises an organometallic complex comprising at least a metal element, a tridentate ligand, and a monodentate ligand, wherein the tridentate ligand bonds with the metal atom through two nitrogen atoms and one carbon atom, and the carbon atom exists between the two nitrogen atoms, and a monodentate ligand bonds with the metal atom through a atom selected from the group consisting of C, N, O, P and S atoms.

Convenient one-pot synthesis of N,N′-bis(2-mercaptophenyl)pyridine-2,6-dicarboxamide and N-2-mercaptophenyl-2′-pyridinecarboxamide without protection of the thiol group(s)

A rapid and convenient procedure for the synthesis of N,N′-bis(2-mercaptophenyl)pyridine-2,6-dicarboxamide and N-2-mercaptophenyl-2′-pyridinecarboxamide from 2-aminothiophenol and the appropriate acid chloride is reported. The method is compatible only with aromatic acid chlorides containing a heteroatom. Aromatic acid chlorides with no heteroatom yield the corresponding 2-substituted benzothiazoles.

Synthesis and effects on intracellular calcium of some 1,3-bis-(heteroaryl substituted)benzene derivatives.

A series of 1,3-bis-(heteroaryl substituted)benzene derivatives was designed as promising molecules which might increase intracellular Ca2+ level in F2408 fibroblast-like cells by affecting the Ca2+ channels on plasma membrane. Mentioned compounds were obtained by the treatment of isophtalaldehyde with benzil or 1,2-phenylenediamine derivatives. In this way, 13 compounds were synthesised and their structure elucidations were performed by IR, 1H NMR and mass spectroscopic data and elemental analysis results. Some of the compounds showed Ca2+ being released from the intact cells.