843-33-4

Usage

Uses

Used in Analytical Chemistry:
4-(4-NITROPHENYLAZO)CATECHOL is used as an analytical reagent for the spectrophotometric determination of metal ions such as copper and nickel. Its sensitivity to pH changes allows for accurate measurement of metal ion concentrations under various conditions.
Used in Organic Electronic Devices:
Due to its unique optical and electronic properties, NTAO has been studied for its potential use in organic electronic devices. Its characteristics make it a candidate for applications that require specific interactions with light and electrons.
Used in Research and Development:
4-(4-NITROPHENYLAZO)CATECHOL is utilized in research and development for its potential applications in various fields, including the development of new materials and technologies that leverage its optical and electronic properties.
Safety Note:
It is important to handle 4-(4-NITROPHENYLAZO)CATECHOL with caution due to its toxic nature, which may cause skin and eye irritation. Proper safety measures should be taken during its use to minimize health risks.

InChI:InChI=1/C12H9N3O4/c16-11-6-3-9(7-12(11)17)14-13-8-1-4-10(5-2-8)15(18)19/h1-7,13-14H

Upstream product

• 120-80-9 benzene-1,2-diol 
• 100-01-6 4-nitro-aniline 

Downstream Products

• 1367652-41-2 C₂₀H₂₁N₃O₆ 

Relevant academic research and scientific papers

Carboxyl and nitrite functionalized graphene quantum dots as a highly active reagent and catalyst for rapid diazotization reaction and synthesis of azo-dyes under solvent-free conditions

Carboxyl and nitrite functionalized graphene quantum dots was prepared from carboxyl and hydroxyl functionalized graphene quantum dots using NaNO2 in the absence of mineral acids. This functional group conversion was confirmed by FT-IR spectroscopy, photoluminescence and X-ray diffraction. The carboxyl and nitrite functionalized graphene quantum dots was used as an effective nitrosonium ion source and reusable catalyst for the efficient diazotization of a variety of arylamines without using any additional acid. Subsequent azo-coupling of these freshly prepared diazonium salts with a range of active aromatic compounds led to the requisite azo-dyes in excellent yields in very short reaction times with a simple experimental procedure.

A new nitrite ionic liquid (IL-ONO) as a nitrosonium source for the efficient diazotization of aniline derivatives and in-situ synthesis of azo dyes

A new task-specific nitrite containing ionic liquid derived from the O-nitrosation of N-methyl-N-hydroxybutylimidazolinium chloride was synthesized and used as a source of nitrosonium ion to affect the efficient diazotization of arylamines. The diazonium salts thus obtained were coupled, using standard experimental procedures, to a range of tertiary anilines, phenols and naphthols to afford the requisite azo dyes in good yield. The diazotization and subsequent azo-coupling generated the related azo dyes at 0-5 °C in short reaction times with a simple experimental procedure.

Ionic liquid 1-(3-trimethoxysilylpropyl)-3-methylimidazolium nitrite as a new reagent for the efficient diazotization of aniline derivatives and in situ synthesis of azo dyes

A new ionic liquid 1-(3-trimethoxysilylpropyl)-3-methylimidazolium nitrite was synthesized. This ionic liquid was used as a convenient nitrosonium source in diazotization of arylamines into their corresponding diazonium salts which were converted into their related azo dyes via the in situ azo-coupling with aniline derivatives or phenolic compounds. The diazotization of anilines in this ionic liquid and subsequent azo-coupling generated the related azo dyes in good to excellent yields at 0-5 °C in short reaction times via a simple experimental procedure.