7466-38-8

Usage

Uses

Used in Organic Synthesis:
(E)-1-(4-ethoxyphenyl)-2-phenyldiazene is used as a reagent in organic synthesis for the preparation of various organic compounds. Its unique structure and properties make it a valuable component in the creation of new chemical entities.
Used in Material Development:
This diazene derivative is also being explored for its potential use in the development of new materials. Its properties may contribute to the advancement of material science, although further research is needed to fully understand its capabilities in this area.
Used as a Photochromic Compound:
(E)-1-(4-ethoxyphenyl)-2-phenyldiazene has shown potential for use as a photochromic compound, which can undergo reversible color changes upon exposure to light. This characteristic makes it an interesting candidate for applications in smart materials and devices that respond to light stimuli.

Upstream product

• 17478-76-1 N'-(4-ethoxy-phenyl)-N-phenyl-diazene-N-oxide 
• 20027-27-4 1-(4-ethoxyphenyl)-2-phenylhydrazine 
• 60-29-7 diethyl ether 
• 116893-48-2 N-(4-ethoxy-phenyl)-N'-phenyl-diazene-N-oxide 
• 64-67-5 diethyl sulfate 
• 1689-82-3 4-hydroxyazobenzene 
• 586-96-9 Nitrosobenzene 
• 156-43-4 4-Ethoxyaniline 

Downstream Products

• 619-97-6 benzenediazonium nitrate 
• 100-29-8 1-ethoxy-4-nitrobenzene 
• 28561-73-1 2-(4-ethoxy-phenyl)-1,2-dihydro-indazol-3-one 
• 53547-10-7 (E)-1-(4-ethoxyphenyl)-2-phenyldiazene 
• 38803-10-0 N,N'-bis-(4-phenetidino-phenyl)-thiourea 
• 17478-76-1 N'-(4-ethoxy-phenyl)-N-phenyl-diazene-N-oxide 
• 20027-27-4 1-(4-ethoxyphenyl)-2-phenylhydrazine 
• 62-53-3 aniline 
• 156-43-4 4-Ethoxyaniline 
• 60457-49-0 N-(4-ethoxy-phenyl)-p-phenylenediamine 
• 19950-91-5 4-ethoxy-N²-phenyl-o-phenylenediamine 
• 116893-48-2 N-(4-ethoxy-phenyl)-N'-phenyl-diazene-N-oxide 

Relevant academic research and scientific papers

Photocatalysis Enabling Acceptorless Dehydrogenation of Diaryl Hydrazines at Room Temperature

Aromatic azo compounds are privileged structural motifs, and they exhibit a myriad of pharmaceutical as well as industrial applications. Here, we report a catalytic acceptorless dehydrogenation of diarylhydrazine derivatives to access a wide variety of aryl-azo compounds with the removal of molecular hydrogen as the sole byproduct. This distinctive reactivity has been achieved under dual catalytic conditions by merging the visible-light active [Ru(bpy)3]2+ as the photoredox catalyst and Co(dmgH)2(py)Cl as the proton-reduction catalyst. The reaction proceeds smoothly under very mild and benign conditions and operates at ambient temperature. This dual catalytic approach is highly compatible with many different functional groups and has a broad substrate scope. We have also demonstrated the reversible hydrogen storage and release phenomenon on hydrazobenzene/azobenzene couple to show the utility of these compounds as hydrogen storage materials. Further diversification of azobenzene was shown by a transition-metal-catalyzed azo-group-directed ortho-C-H bond functionalization.

Dehydrogenation of the NH?NH Bond Triggered by Potassium tert-Butoxide in Liquid Ammonia

A novel strategy for the dehydrogenation of the NH?NH bond is disclosed using potassium tert-butoxide (tBuOK) in liquid ammonia (NH3) under air at room temperature. Its synthetic value is well demonstrated by the highly efficient synthesis of aromatic azo compounds (up to 100 % yield, 3 min), heterocyclic azo compounds, and dehydrazination of phenylhydrazine. The broad application of this strategy and its benefit to chemical biology is proved by a novel, convenient, one-pot synthesis of aliphatic diazirines, which are important photoreactive agents for photoaffinity labeling.

Palladium-Catalyzed Carbonylative Cyclization of Azoarenes

In this communication, we established an interesting palladium-catalyzed carbonylation protocol for the intramolecular cyclization of azoarenes. With Mo(CO)6 as the solid CO source and through C(sp2)?H bond activation, a series of azoarenes were transformed into the corresponding 2-arylindazolones in moderate to good yields. Notably, not only symmetrical azoarenes, but also unsymmetrical substrates underwent the reaction with excellent regioselectivity.