582-08-1

Basic information

• Product Name: 22AZONAPHTHALENE
• Synonyms: 2,2'-Azobisnaphthalene;Bis(2-naphtyl)diazene
• CAS NO: 582-08-1
• Molecular Formula: C₂₀H₁₄N₂
• Molecular Weight: 282.35
• Mol File: 582-08-1.mol
• Article Data: 5

Chemical Properties

• Melting Point: 208°C
• Boiling Point: 414.95°C (rough estimate)
• Flash Point: 239.8°C
• Appearance: /
• Density: 1.0564 (rough estimate)
• Vapor Pressure: 4.51E-09mmHg at 25°C
• Refractive Index: 1.6450 (estimate)
• CAS DataBase Reference: 22AZONAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 22AZONAPHTHALENE(582-08-1)
• EPA Substance Registry System: 22AZONAPHTHALENE(582-08-1)

Safety Data

• Hazardous Substances Data: 582-08-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 4807, 1956 DOI: 10.1021/ja01599a070

Safety Profile

Questionable carcinogen withexperimental tumorigenic data. When heated todecomposition it emits toxic fumes of NOx.

InChI:InChI=1/C20H14N2/c1-3-7-17-13-19(11-9-15(17)5-1)21-22-20-12-10-16-6-2-4-8-18(16)14-20/h1-14H/b22-21+

Upstream product

• 67-56-1 methanol 
• 20937-86-4 2-azidonaphthalene 
• 613-64-9 1,2-di(naphthalen-2-yl)hydrazine 
• 3857-83-8 2-naphthyl triflate 
• 135-19-3 β-naphthol 
• 581-89-5 2-nitronaphthalene 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 71-43-2 benzene 
• 151-50-8 potassium cyanide 

Downstream Products

• 194-59-2 7H-dibenzo[c,g]carbazole 
• 4488-22-6 1,1'-binaphthalene-2,2'-diamine 
• 13672-18-9 benzyl-2-naphthylamine 
• 18741-85-0 (R)-1,1'-binaphthyl-2,2'-diamine 
• 91-59-8 naphthalen-2-ylamine 
• 10147-27-0 4,5-diphenyl-dinaphtho[2,1-e;1',2'-g][1,4]diazocine 
• 582-02-5 1,2-di(naphthalen-2-yl)diazene oxide 

Relevant articles and documents

Catalytic asymmetric benzidine rearrangement

A chiral Br?nsted acid catalyzes the asymmetric benzidine rearrangement of N,N′-dinaphthylhydrazines. Different electronically and structurally diverse axially chiral 2,2′-binaphthyl diamine (BINAM) derivatives are obtained with high enantioselectivity. Copyright

PHOTOCHEMISTRY OF NAPHTHYL AND PYRENYL AZIDES: CHEMICAL PROPERTIES OF THE TRANSIENT INTERMEDIATES PROBED BY LASER SPECTROSCOPY

The photochemistry of 1-naphthyl azide, 2-naphthyl azide, 1-pyrenyl azide, and 2-pyrenyl azide was examined in inert (benzene) and reactive (diethylamine) solvents.These studies employ a combination of product analysis, low-temperature spectroscopy, and laser-flash photolysis to reveal the chemical and physical properties of the highly reactive, short-lived intermediates formed in these reactions.In all cases two intermediates account for the observations.One of these is the triplet nitrene and the other is a ground-state singlet transient identified as an azirine.The relationship between these intermediates controls the chemical outcome of the reaction.

Thermal Decomposition of Aromatic Azides. Formation of Phenazines and Related Compounds

The decomposition of some aromatic azides yielding significant amounts of phenazines, and thereby constituting a potential synthetic procedure, is reported.