20488-62-4

Upstream product

• 15791-03-4 1,1,4,4-tetramethoxycyclohexa-2,5-diene 
• 100-16-3 4-nitrophenylhydrazone 
• 104-94-9 4-methoxy-aniline 
• 100-01-6 4-nitro-aniline 
• 16169-16-7 4-Nitro-N-phenylhydroxylamine 
• 226065-33-4 tert-butyl 1-(4-nitrophenyl)hydrazinecarboxylate 
• 696-62-8 para-iodoanisole 
• 108-95-2 phenol 
• 456-27-9 4-nitrobenzenediazonium tetrafluoroborate 
• 81944-71-0 4-(4-nitrophenylazo)phenol 
• 74-88-4 methyl iodide 
• 4485-08-9 4-nitrosonitrobenzene 

Downstream Products

• 2592-28-1 4-amino-4'-methoxy-azobenzene 

Relevant academic research and scientific papers

Synthesis of Azobenzenes from Quinone Acetals and Arylhydrazines

Direct reaction between quinone bisacetals and arylhydrazines gives azobenzenes. The presence of catalytic amounts of cerium ammonium nitrate strongly accelerates the reaction. When the bisacetal has a substituent at the 2,5-cyclohexadiene framework, only one regioisomer is formed. The method represents a simple, mild, and novel synthetic access to differently substituted azocompounds in high to excellent yield.

Chromogenic oxazines for cyanide detection

We have designed two heterocyclic compounds for the colorimetric detection of cyanide. The skeleton of both molecules fuses a benzooxazine ring to an indoline fragment and can be assembled efficiently in three synthetic steps starting from commercial prec

Reversible Photocontrolled Nanopore Assembly

Self-assembly is a fundamental feature of biological systems, and control of such processes offers fascinating opportunities to regulate function. Fragaceatoxin C (FraC) is a toxin that upon binding to the surface of sphingomyelin-rich cells undergoes a s

(E)-(4-hydroxyphenyl)(4-nitrophenyl)diazene, (E)-(4-methoxyphenyl)(4-nitrophenyl)diazene and (E)-[4-(6-bromohexyloxy)-phenyl](4-cyanophenyl)diazene

Syntheses and X-ray structural investigations have been carried out for (E)-(4-hydroxyphenyl)(4-nitrophenyl)diazene, C12H9N3O3, (Ia), (E)-(4-methoxyphenyl)(4-nitrophenyl)-diazene, C13H11N3O3, (IIIa), and (E)-[4-(6-bromohexyloxy)-phenyl](4-cyanophenyl)diazene, C19H20BrN3O, (IIIc). In all of these compounds, the molecules are almost planar and the azobenzene core has a trans geometry. Compound (Ia) contains four and compound (IIIc) contains two independent molecules in the asymmetric unit, both in space group P1 (No. 2). In compound (Ia), the independent molecules are almost identical, whereas in crystal (IIIc), the two independent molecules differ significantly due to different conformations of the alkyl tails. In the crystals of (Ia) and (IIIa), the molecules are arranged in almost planar sheets. In the crystal of (IIIc), the molecules are packed with a marked separation of the azobenzene cores and alkyl tails, which is common for the solid crystalline precursors of mesogens.

First use of p-tert-butylcalix[4]arene-tetra-O-acetate as a nanoreactor having tunable selectivity towards cross azo-compounds by trapping silver ions

p-tert-Butylcalix[4]arene-tetra-O-acetate was established for the first time as a member of the nanoreactor series, even without having any -OH group. The nano range distribution of this nanoreactor was ascertained by DLS, SEM and TEM studies. The capability of this cavitand towards hosting amines in a competitive manner generates a new green pathway for cross coupling of aromatic amines to give the corresponding azo-compounds. In this context, using p-tert-butylcalix[4]arene-tetra-O-acetate as a nanoreactor and silver nitrate as a catalyst, we got the cross azo-compound in good to excellent yields in the eco-friendly solvent water. This green methodology is also applicable for the synthesis of respective homo-compounds.

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