2050-15-9

Basic information

• Product Name: 3,3'-Azobisphenol
• Synonyms: 3,3'-Azobisphenol;3,3'-Dihydroxyazobenzene
• CAS NO: 2050-15-9
• Molecular Formula: C₁₂H₁₀N₂O₂
• Molecular Weight: 214.22
• Mol File: 2050-15-9.mol
• Article Data: 7

Chemical Properties

• Melting Point: 205 °C(Solv: ethanol (64-17-5))
• Boiling Point: 449.7±30.0 °C(Predicted)
• Appearance: /
• Density: 1.24±0.1 g/cm3(Predicted)
• PKA: 8.86±0.10(Predicted)
• CAS DataBase Reference: 3,3'-Azobisphenol(CAS DataBase Reference)
• NIST Chemistry Reference: 3,3'-Azobisphenol(2050-15-9)
• EPA Substance Registry System: 3,3'-Azobisphenol(2050-15-9)

Safety Data

• Hazardous Substances Data: 2050-15-9(Hazardous Substances Data)

Usage

General Description

3,3'-Azobisphenol, also known as Azo-bis-isobutyronitrile, is a chemical compound commonly used as a free radical initiator in the polymer industry. It is a white to pale yellow crystalline solid with the chemical formula C18H24N4O2. When heated, 3,3'-Azobisphenol decomposes into free radicals, which initiate the polymerization of various monomers, such as acrylates, methacrylates, and styrenics, to form synthetic resins and plastics. However, it is important to handle this compound with caution, as it is highly flammable and poses a risk of explosion. Additionally, 3,3'-Azobisphenol has been identified as a potential endocrine disruptor and may have harmful effects on aquatic organisms. Therefore, its use and handling should be carefully managed to minimize potential health and ecological risks.

Upstream product

• 99-09-2 3-nitro-aniline 
• 591-27-5 m-Hydroxyaniline 
• 554-84-7 meta-nitrophenol 
• 302-01-2 hydrazine 
• 21371-44-8 3,3'-diaminoazobenzene 

Downstream Products

• 132466-20-7 bis-(3-acetoxy-phenyl)-diazene 
• 136018-82-1 (E)-3,3'-dihydroxyazobenzene 
• 134282-24-9 2.4.6.2'.4'.6'-Hexanitro-3.3'-dioxy-azobenzol 
• 70894-13-2 4,4'-diamino-[1,1'-biphenyl] -2,2'-diol 

Relevant articles and documents

-

-

Conversion of anilines into azobenzenes in acetic acid with perborate and Mo(VI): correlation of reactivities

Azobenzenes are extensively used to dye textiles and leather and by tuning the substituent in the ring, vivid colours are obtained. Here, we report preparation of a large number of azobenzenes in good yield from commercially available anilines using sodium perborate (SPB) and catalytic amount of Na2MoO4 under mild conditions. Glacial acetic acid is the solvent of choice and the aniline to azobenzene conversion is zero, first and first orders with respect to SPB, Na2MoO4 and aniline, respectively. Based on the kinetic orders, UV–visible spectra and cyclic voltammograms, the conversion mechanism has been suggested. The reaction rates of about 50 anilines at 20–50?°C and their energy and entropy of activation conform to the isokinetic or Exner relationship and compensation effect, respectively. However, the reaction rates, deduced by the so far adopted method, fail to comply with the Hammett correlation. The specific reaction rates of molecular anilines, obtained through a modified calculation, conform to the Hammett relationship. Thus, this work presents a convenient inexpensive non-hazardous method of preparation of a larger number of azobenzenes, and shows the requirement of modification in obtaining the true reaction rates of anilines in acetic acid and the validity of Hammett relationship in the conversion process, indicating operation of a common mechanism.

Photocatalytic reduction of nitroarenes to azo compounds over N-doped TiO2: Relationship between catalysts and chemical reactivity

This work deals with selective reduction of aromatic nitro compounds to corresponding symmetrical substituted azo compounds using nitrogen-doped TiO2 nanoparticles as photocatalyst in the presence of a catalytic amount of formic acid. Various azo compounds containing additional reducible substituents including halogens, and carboxyl and phenol functions have been synthesized in a single step by use of this catalyst. The conversion was reasonably fast, clean, and high yielding at room temperature. A mechanism of formation for the azo compounds is proposed. The behavior of the N/TiO2 catalyst is of particular interest because this is the first time, as far as we know, that formation of azo compounds has been catalyzed by an N-doped TiO2 photocatalyst. Nitrogen-doped TiO2 was prepared by a simple modified sol-gel process with urea as nitrogen source. The catalysts were characterized by X-ray diffraction, X-ray photoelectron spectroscopy (XPS), Fourier-transform infrared spectroscopy, and transmission electron microscopy. The chemical nature of N was identified by XPS as N-Ti-O in the anatase TiO2 lattice.