98583-27-8

Usage

Appearance

Yellow to orange solid

Molecular weight

262.19 g/mol

Uses

Dye intermediate, production of organic pigments

Chemical groups

Azoxy and azo groups (commonly found in dyes and pigments)

Structural features

2,4-difluorophenyl groups, azoxy linkage

Reactivity

Influenced by 2,4-difluorophenyl groups and azoxy linkage

Fluorine atoms

Presence of two fluorine atoms makes it useful in synthesis of various organic compounds

Safety precautions

Harmful if swallowed, inhaled, or absorbed through the skin

Storage

Store in a cool, dry place away from sources of ignition and incompatible materials

Upstream product

• 367-25-9 2,4-difluorophenylamine 

Downstream Products

• 326-17-0 2,2',4,4'-tetrafluorobenzene 

Relevant academic research and scientific papers

Nb2O5 supported on mixed oxides catalyzed oxidative and photochemical conversion of anilines to azoxybenzenes

The synthesis of novel supported niobium oxide catalysts and their application for aniline conversion to azoxybenzenes is described. The catalysts were successfully prepared by thermal decomposition of layered double hydroxides (LDHs), containing M2+ (M = Mg2+ and/or Zn2+) and Al3+ as layer cations, followed by niobium oxide incorporation employing the wetness impregnation method. These catalysts were fully characterized by both experimental techniques and theoretical calculations, and then successfully applied to the selective conversion of anilines into azoxybenzene derivatives, with up to 98% conversion and 92% isolated yield in the presence of violet light. Control experiments and DFT calculations revealed that the catalyst has a dual role in this transformation, acting both as a Lewis acid in the oxidative step and as a photocatalyst in the dimerization of the nitrosobenzene intermediate.

Thermal- and photo-induced transformations of N-aryl-N-nitroso-hydroxylamine ammonium salts to azoxy compounds

Heating of an ethanolic solution containing N-aryl-N-nitrosohydroxylamine ammonium salts at 78°C produced the desired azoxy compounds in 80-93% yields. Furthermore, irradiation with UV light (κ ≤300 nm) of ethanolic solutions of those ammonium salts at room temperature also provided the desired azoxy compounds in 51-72% yields.

EFFECT OF FLUORINE SUBSTITUTION ON STRETCHING VIBRATIONS OF THE AZOXY GROUP IN AZOXYBENZENES

The IR and Raman spectra of azoxybenzene (I) and a number of its fluoroderivatives have been analysed, including the (15)N and (18)O labelled samples and complexes of some aszoxybenzenes with SbCl5.On the basis of the calculated frequencies and forms of n