20488-61-3

Upstream product

• 15516-73-1 1-(4-nitrophenyl)-2-phenyldiazene 
• 34139-26-9 4-nitrohydrazobenzene 
• 636-98-6 p-nitrobenzene iodide 
• 65578-58-7 di-tert-butyl 1-phenylhydrazine-1,2-dicarboxylate 
• 3958-47-2 triphenylindium 
• 4485-08-9 4-nitrosonitrobenzene 
• 100-01-6 4-nitro-aniline 
• 586-96-9 Nitrosobenzene 
• 17082-12-1 trans-azobenzene 
• 226065-33-4 tert-butyl 1-(4-nitrophenyl)hydrazinecarboxylate 
• 591-50-4 iodobenzene 
• 521286-20-4 N'-phenyl-N-(4-nitro-phenyl)hydrazinecarboxylic acid tert-butyl ester 

Downstream Products

• 15516-73-1 1-(4-nitrophenyl)-2-phenyldiazene 
• 4504-08-9 (Z)-2-(4-nitrophenyl)-1-phenyldiazene 1-oxide 
• 34139-26-9 4-nitrohydrazobenzene 
• 62-53-3 aniline 
• 106-50-3 1,4-phenylenediamine 
• 60592-47-4 bis-(4-phenylazo-phenyl)-diazene-N-oxide 
• 35470-05-4 N'-(4-nitrophenyl)-N-phenylbenzohydrazide 
• 1334951-12-0 2-(4-nitrophenyl)-3-phenyl-2H-indazole 
• 1431708-65-4 5-nitro-2,3-diphenyl-2H-indazole 

Relevant academic research and scientific papers

Design of phase-transition molecular solar thermal energy storage compounds: compact molecules with high energy densities

A series of compact azobenzene derivatives were investigated as phase-transition molecular solar thermal energy storage compounds that exhibit maximum energy storage densities around 300 J g?1. The relative size and polarity of the functional g

Calculated oxidation potentials predict reactivity in Baeyer-Mills reactions

Azobenzenes are widely used as dyes and photochromic compounds, with the Baeyer-Mills reaction serving as the most common method for their preparation. This transformation is often plagued by low yields due to the formation of undesired azoxybenzene. Here, we explore electronic effects dictating the formation of the azoxybenzene side-product. Using calculated oxidation potentials, we were able to predict reaction outcomes and improve reaction efficiency simply by modulating the oxidation potential of the arylamine component.

Modified mesoporous y zeolite catalyzed nitration of azobenzene using NO2as the nitro source combined with density functional theory studies

A modified mesoporous Y zeolite is developed to catalyze high ortho regioselective nitration of azobenzene with NO2 as the nitro source. The mesoporous Y zeolite is modified by the ion exchange method and characterized by various analyses involving FT-IR spectroscopy, and XPS and BET analyses. The ortho/para ratio of mononitration products is improved from 0.70 to 2.39 in the presence of the catalyst. Based on density functional theory (DFT), the active sites of nitration reaction are calculated by combining the electrostatic potential with the average local ionization energy, which are further support the electrophilic substitution mechanism of azobenzene in the catalytic nitration reaction. This journal is

Mechanistic insight into the Z-E isomerization catalysis of azobenzenes mediated by bare and core-shell gold nanoparticles

We explored the catalytic effect of 15 nm diameter gold nanoparticles (AuNPs) upon the thermal Z-E isomerization reaction of azobenzene and nine 4 and 4-4′ substituted azobenzenes (ABs). The kinetics follows a first order rate in ranges of [ABs] = 5 to 50

A photochromic agonist for μ-opioid receptors

Opioid receptors (ORs) are widely distributed in the brain, the spinal cord, and the digestive tract and play an important role in nociception. All known ORs are G-protein-coupled receptors (GPCRs) of family A. Another well-known member of this family, rhodopsin, is activated by light through the cis/trans isomerization of a covalently bound chromophore, retinal. We now show how an OR can be combined with a synthetic azobenzene photoswitch to gain light sensitivity. Our work extends the reach of photopharmacology and outlines a general strategy for converting Family A GPCRs, which account for the majority of drug targets, into photoreceptors. Lighting up the opioid receptor: Photofentanyl-2 is a photochromic version of the well-known analgesic fentanyl. It is a potent agonist in the dark (or when illuminated with blue light) and loses activity when irradiated with UV light. It can be used to optically control the μ-opioid receptor, converting a G-protein-coupled receptor (GPCR) into a photoreceptor.

Reactions of dry arenediazonium o-benzenedisulfonimides with triorganoindium compounds

The reaction between various arenediazonium o-benzenedisulfonimides and triorganoindium compounds is described. Depending on the reaction conditions, it is possible to obtain biaryls (16 examples, average yield of 79%) or diaryldiazenes (18 examples, average yield of 81 %). o-Benzenedisulfonimide can be recovered and reused to prepare additional arenediazonium o-benzenedisulfonimides. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

Cu(I) mediated one-pot synthesis of azobenzenes from bis-Boc aryl hydrazines and aryl halides

N,N′-bis-Boc aryl hydrazines underwent Cu(I) catalyzed couplings with aryl halides to provide N,N′-bis-Boc diaryl hydrazines. The resulting N,N′-bis-Boc diaryl hydrazines are readily oxidized to the azobenzenes in the presence of Cu(I) and a base. A prolo

Novel route to azobenzenes via Pd-catalyzed coupling reactions of aryl hydrazides with aryl halides, followed by direct oxidations

(Matrix presented) N-Boc aryl hydrazines undergo Pd-catalyzed coupling reactions with aryl halides to provide N-Boc diaryl hydrazines in excellent yields. The resulting N-Boc diaryl hydrazines were directly oxidized with NBS/pyridine in CH2Cls

Thermal Z-E Isomerization of Azobenzenes. The Pressure, Solvent, and Substituent Effects

The rates of thermal Z-E isomerization of 4-(dimethylamino)-4'-nitroazobenzene were measured in a variety of solvents, and the Kirkwood plot revealed that the rate constant increase is much larger in polar solvents than expected from the continuum theory.