2154-66-7

Usage

Uses

Used in Organic Synthesis:
Diazobenzenesulfonic acid is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions. Its diazonium salt structure allows it to participate in a range of reactions, making it a valuable component in the synthesis of complex organic molecules.
Used in Preparation of Azo Dyes and Pigments:
In the dye and pigment industry, diazobenzenesulfonic acid is used as a key component in the preparation of azo dyes and pigments. Its chemical structure enables the creation of a wide array of colors, which are essential for various applications in textiles, plastics, and printing inks.
Used in Chemical Research:
Diazobenzenesulfonic acid is also utilized in chemical research as a model compound to study the properties and reactions of diazonium salts. This helps in understanding the underlying mechanisms of various chemical processes and contributes to the advancement of organic chemistry.

Upstream product

• 64-19-7 acetic acid 
• 98-71-5 4-hydrazino-benzenesulfonic acid 
• 121-57-3 4-aminobenzene sulfonic acid 

Downstream Products

• 94582-96-4 4-[N'-(4-methyl-thiazol-2-yl)-triazenyl]-benzenesulfonic acid ; sodium-salt 
• 5857-42-1 4-methoxybenzenesulfonic acid 
• 6623-41-2 2-amino-4,5-dimethylphenol 
• 98021-93-3 4-chloropyridine-2,3,6-triamine 
• 16750-66-6 2-iso-Propyl-4-aminophenol 
• 97854-77-8 4-[2-amino-4-(3-amino-phenyl)-thiazol-5-ylazo]-benzenesulfonic acid amide 
• 108719-57-9 4-[2-amino-4-(2-hydroxy-phenyl)-thiazol-5-ylazo]-benzenesulfonic acid amide 
• 100881-05-8 4-(2-anilino-4-oxo-4,5-dihydro-thiazol-5-yl)-benzenesulfonic acid 

Relevant academic research and scientific papers

A low ion-transfer resistance and high volumetric supercapacitor using hydrophilic surface modified carbon electrodes

A hydrophilic surface modified carbon electrode shows a good electrolyte affinity with homogeneous dispersibility in water, resulting in low ion-transfer resistance and a uniform and dense electrode to give a high volumetric capacitor. The hydrophilic carbon electrode exhibits a superior capacitance (58 F cm-3, 99.3 mF cm-2) and is stable up to 5000 cycles. This journal is the Partner Organisations 2014.

Detection and identification of estrogen based on surface-enhanced resonance raman scattering (SERRS)

Many studies have shown that it is important to consider the harmful effects of phenolic hormones on the human body. Traditional UV detection has many limitations, so there is a need to develop new detection methods. We demonstrated a simple and rapid surface-enhanced resonance Raman scattering (SERRS) based detection method of trace amounts of phenolic estrogen. As a result of the coupling reaction, there is the formation of strong SERRS activity of azo compound. Therefore, the detection limits are as low as 0.2 × 10?4 for estrone (E1), estriol (E3), and bisphenol A (BPA). This method is universal because each SERRS fingerprint of the azo dyes a specific hormone. The use of this method is applicable for the testing of phenolic hormones through coupling reactions, and the investigation of other phenolic molecules. Therefore, this new method can be used for efficient detection.

A NEW CATALYTIC DETERMINATION OF COPPER(II) BY MEANS OF THE OXIDATIVE COUPLING REACTION OF p-HYDRAZINOBENZENESULFONIC ACID WITH m-PHENYLENEDIAMINE

A new sensitive catalytic method for the determination of copper(II) is proposed.In the presence of hydrogen peroxide, copper(II) catalyzes the oxidation of p-hydrazinobenzenesulfonic acid to p-sulfobenzenediazonium ion, which is coupled with m-phenylenediamine to form a yellow azo dye (λmax = 454 nm).By means of this catalytic reaction, nanogram amounts of copper(II) can be determined easily.

Synthesis, DFT, computational exploration of chemical reactivity, molecular docking studies of novel formazan metal complexes and their biological applications

The computational exploration of chemical reactivity and molecular docking of the synthesized formazan compounds (S1-S6) were studied. Further, their antimicrobial activity against bacterial strains (S. epidermidis, B. cereus, K. pneumoniae and P. aeruginosa) and against fungal strains (T. mentagrophytes, C. albicans, A. niger, S. cerevisiae and C. glabrata) using agar diffusion method and antioxidant activity following DPPH inhibition assays were evaluated. Anticancer activity was executed in vitro model of human breast carcinoma (MCF-7) cell line. The superior and enhanced antibacterial and antimycotic activities were exhibited by formazan compound (S4) by presenting maximum ZOIs and MICs values. While enhanced antioxidant in terms of percentage inhibition of DPPH and cytotoxic effect on human breast carcinoma-cells demonstrated by formazan compound (S1) which was further validated by the results of molecular docking studies of (S1) with the human estrogen receptor protein. In order to compute quantum chemical reactivity descriptors from conceptual density functional theory (CDFT) point of view of this system, including chemical potential (μ), chemical hardness (η), electrophilicity (ω), condensed Fukui function and dual descriptors are calculated at the same level of calculation. The most active sites of these molecules are determined and correlated with experimental data. The present investigation displays that formazans compounds could be potential drug candidate that constrains the growth of microbial strains, possess ability to cause cytotoxic effect on carcinoma cells and act as effective scavenger for free radical species.

Synthesis of novel metal complexes of 2-((phenyl (2-(4-sulfophenyl) hydrazono) methyl) diazenyl) benzoic acid formazan dyes: Characterization, antimicrobial and optical properties studies on leather

We have developed novel formazan dyes (18–23) of enhanced fastness properties with cost-effectiveness in an aqueous system, without employing any Buffers and organic solvents. Their development was entailed of the synthesis of 2-((phenyl (2-(4-sulfophenyl) hydrazono) methyl) diazenyl) benzoic acid followed by the diazotization of 2-aminobenzoic acid that further reacted with the 4-[(2Z)-2-benzylidenehydrazinyl] benzene sulfonic acid. The multi-chromic (1:1 and 2:1) metal complexes of 2-((phenyl (2-(4-sulfophenyl) hydrazono) methyl) diazenyl) benzoic acid had been developed with the salts of Cr, Fe, Co, Cu and Ni; and they were characterized by elemental analysis, powder X-ray crystallography, Ultraviolet–visible, Fourier transforms infrared, Proton nuclear magnetic resonance and C13-nuclear magnetic resonance spectroscopic techniques. Density functional theory (DFT) studies of all dyes (18–23) were performed to evaluate the most stable geometries and structural parameters as well. The synthesized formazan dyes were evaluated for their different fastness (light, wash, perspiration), exhaustion and fixation properties on goat leather fabric and were revealed to have virtuous fastness properties (3–5, 4–5, 3–5, and 4–5) with high percentage value of exhaustion and fixation ranged from 91 to 97% and 90–98% respectively. The synthesized formazan dyes (18–23) were developed different colors such as Red, Brown, Green, Black, and Blue on leather. Synthesized formazan dyes were also evaluated for their antibacterial propensity on leather substrate and in solution by agar well diffusion method. The metal complex formazan dye (21) was demonstrated the significant bactericidal propensity against E. coli, S. aureus, Klebsiella and B. subtilis in solution and on leather by exhibiting maximum ZOIs (19 ± 0.05 mm, 25 ± 0.07 mm, 23 ± 0.09 mm, 27 ± 0.03 mm) and percentage reduction in bacterial growth (60 ± 0.03%, 69 ± 0.07%, 80 ± 0.05% and 86 ± 0.08%) respectively. Hence, newly synthesized formazan dyes (18–23) have efficient optical and antibacterial properties that would be proved valuable for the development of new industrial products to be commercialize.

Micellar catalysis in the systems arylamine-diphenylamine-NO 2-

By methods of UV and IR spectroscopy and thermogravimetry reactions of diazotizaion and azo coupling were studied in the systems of primary arylamine (p-nitro-, p-carboxy- and p-sulfoaniline)- diphenylamine -nitrite ion in water and micellar media on the basis of surfactants. The micellar catalysis effect of sodium dodecylsulfate in the micellar media was revealed. Rate of diazotization was shown to be independent of the surfactants of various types. Formation of ionic associates of azo dyes with dodecylsulfate anions in premicellar region was established and physicochemical characteristics of the associates were estimated.