52010-83-0

Basic information

• Product Name: Piperidine, 1-[(4-nitrophenyl)azo]-
• CAS NO: 52010-83-0
• Molecular Formula: C11H14N4O2
• Molecular Weight: 234.258
• Mol File: 52010-83-0.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Piperidine, 1-[(4-nitrophenyl)azo]-(CAS DataBase Reference)
• NIST Chemistry Reference: Piperidine, 1-[(4-nitrophenyl)azo]-(52010-83-0)
• EPA Substance Registry System: Piperidine, 1-[(4-nitrophenyl)azo]-(52010-83-0)

Safety Data

• Hazardous Substances Data: 52010-83-0(Hazardous Substances Data)

Upstream product

• 110-89-4 piperidine 
• 100-01-6 4-nitro-aniline 
• 1947-33-7 4-nitrobenzenediazonium 4-methylbenzenesulfonate 
• 100-05-0 4-nitrobenzenediazonium chloride 

Downstream Products

• 92-93-3 1-phenyl-4-nitrobenzene 
• 110-89-4 piperidine 
• 100-00-5 4-chlorobenzonitrile 
• 619-72-7 4-nitrobenzonitrile 
• 57103-78-3 4,5-dimethyl-1-(4-nitro-phenyl)-1,6-dihydro-pyridazine 
• 99366-04-8 (E)-1-(2-(4-nitrophenyl)diazen-1-yl)naphthalen-2-ol 
• 636-98-6 p-nitrobenzene iodide 

Relevant articles and documents

Protein Modification via Mild Photochemical Isomerization of Triazenes to Release Aryl Diazonium Ions

This work describes the development of phenyl diazenyl piperidine triazene derivatives that can be activated to release aryl diazonium ions for labeling of proteins using light. These probes show marked bench stability at room temperature and can be photoisomerized via low-intensity UVA irradiation at physiological pH. Upon isomerization, the triazenes are rendered more basic and readily protonate to release reactive aryl diazonium ions. It was discovered that the intensity and duration of the UV light was essential to the observed diazonium ion reactivity in competition with the traditionally observed photolytic radical pathways. The combination of their synthetic efficiency coupled with their overall stability makes triazenes an attractive candidate for use in bioconjugation applications. Bioorthogonal handles on the triazenes are used to demonstrate the ease by which proteins can be modified.

Synthesis of triazenes of n-heterocycles mediated by resin immobilized diazonium ions

Diazonium ions were prepared from aromatic amines and immobilized in cation exchange resin support and used for the synthesis of triazenes of piperidine and morpholine in a solid phase synthesis. Immobilization is an excellent technique for the stabilization of diazonium ions and can be preserved in the solid state. Using resin immobilized diazonium ions, triazene synthesis is carried out in the absence of acids thereby increasing the yield of the product and simplifying work up.

Rhodium(III)-catalyzed C-H activation of arenes using a versatile and removable triazene directing Group

Diverse opportunities: A Rhodium(III)-catalyzed ortho-selective olefination of arenes using a novel triazene as a directing group is reported. This method exhibits substantial post-functionalization synthetic versatility, overcoming a vital limitation in Ca spa 2-H activation/functionalization products: restricted structural diversity. Copyright