487-10-5

Basic information

• Product Name: 1,1'-AZONAPHTHALENE
• Synonyms: (E)-1,2-Di(1-naphthyl)diazene;1,1’-azobisnaphthalene;di-1-naphthyldiazene;Diazene, di-1-naphthalenyl-;1,1'-AZONAPHTHALENE;1,1-AZONAPHTHALENE;azonaphthalene;1,1-AZONAPHTHALENE TECH
• CAS NO: 487-10-5
• Molecular Formula: C₂₀H₁₄N₂
• Molecular Weight: 282.34
• EINECS: 207-648-5
• Mol File: 487-10-5.mol
• Article Data: 36

Chemical Properties

• Melting Point: 190°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: 1,1'-AZONAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-AZONAPHTHALENE(487-10-5)
• EPA Substance Registry System: 1,1'-AZONAPHTHALENE(487-10-5)

Safety Data

• Hazardous Substances Data: 487-10-5(Hazardous Substances Data)

Usage

Safety Profile

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

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

Upstream product

• 64-17-5 ethanol 
• 3177-49-9 1-naphthyldiazonium chloride 
• 134-32-7 1-amino-naphthalene 
• 6921-40-0 1-azidonaphthalene 
• 109-89-7 diethylamine 
• 86-57-7 1-Nitronaphthalene 
• 7664-93-9 sulfuric acid 
• 2835-61-2 4-(1-naphthalenylazo)-1-naphthalenamine 
• 127-09-3 sodium acetate 
• 7732-18-5 water 
• 634-44-6 1,2-di-1-naphthalenyl-hydrazine 
• 60-29-7 diethyl ether 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 481-91-4 4,4'-diamino-1,1'-binaphthyl 
• 134-32-7 1-amino-naphthalene 

Relevant articles and documents

Tandem selective reduction of nitroarenes catalyzed by palladium nanoclusters

We report a catalytic tandem reduction of nitroarenes by sodium borohydride (NaBH4) in aqueous solution under ambient conditions, which can selectively produce five categories of nitrogen-containing compounds: anilines, N-aryl hydroxylamines, azoxy-, azo- and hydrazo-compounds. The catalyst is in situ-generated ultrasmall palladium nanoclusters (Pd NCs, diameter of 1.3 ± 0.3 nm) from the reduction of Pd(OAc)2 by NaBH4. These highly active Pd NCs are stabilized by surface-coordinated nitroarenes, which inhibit the further growth and aggregation of Pd NCs. By controlling the concentration of Pd(OAc)2 (0.1-0.5 mol% of nitroarene) and NaBH4, the water/ethanol solvent ratio and the tandem reaction sequence, each of the five categories of N-containing compounds can be obtained with excellent yields (up to 98%) in less than 30 min at room temperature. This tunable catalytic tandem reaction works efficiently with a broad range of nitroarene substrates and offers a green and sustainable method for the rapid and large-scale production of valuable N-containing chemicals.

Aromatic amine oxidation process for preparing aromatic azobenzene method

The invention relates to a method for preparing an aromatic azo compound by utilizing aromatic amine oxidation. In the method, air or oxygen serves as an oxygen source, and under the effect of a catalyst, aromatic amine is oxidized into the aromatic azo compound. The method is high in oxidization efficiency and product yield; the air or the oxygen serves as the oxygen source, and the method is economical and environmentally friendly. The product and the catalyst can be separated easily, and the aftertreatment is simple. The catalyst is easy to reuse, and the method has very good application prospect.

The palladium and copper contrast: A twist to products of different chemotypes and altered mechanistic pathways

A novel contrast in palladium and copper catalysis is revealed to form products of different chemotypes resulting in a phenazine to azoarene twist through an altered mechanistic pathway (from non-radical C-H activation mode of C-N coupling to radical N-N coupling) during the oxidative self-coupling of anilines catalysed by Pd-Ag and Cu-Ag nanoclusters.