2396-60-3

Basic information

• Product Name: 4-METHOXYAZOBENZENE
• Synonyms: (4-methoxyphenyl)-phenyl-diazene;4-Methoxyazobenzene,97%;PARA-METHOXYAZOBENZENE;METHOXYAZOBENZENE;4-METHOXYAZOBENZENE 97%;p-METHOXYAZOBENZENE extrapure AR;1-(4-Methoxyphenyl)-2-phenyldiazene;4-(Benzeneazo)anisole
• CAS NO: 2396-60-3
• Molecular Formula: C₁₃H₁₂N₂O
• Molecular Weight: 212.25
• EINECS: 219-250-9
• Mol File: 2396-60-3.mol
• Article Data: 32

Chemical Properties

• Melting Point: 54-56 °C
• Boiling Point: 340 °C
• Flash Point: 150.8°C
• Appearance: /
• Density: 1.1200
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.6920 (estimate)
• BRN: 958054
• CAS DataBase Reference: 4-METHOXYAZOBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYAZOBENZENE(2396-60-3)
• EPA Substance Registry System: 4-METHOXYAZOBENZENE(2396-60-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 2396-60-3(Hazardous Substances Data)

Usage

Purification Methods

Crystallise 4-methoxyazobenzene from EtOH. [Beilstein 16 IV 162.]

InChI:InChI=1/C13H12N2O/c1-16-13-9-7-12(8-10-13)15-14-11-5-3-2-4-6-11/h2-10H,1H3

Upstream product

• 186581-53-3 diazomethane 
• 1689-82-3 4-hydroxyazobenzene 
• 71-43-2 benzene 
• 104-94-9 4-methoxy-aniline 
• 586-96-9 Nitrosobenzene 
• 77-78-1 dimethyl sulfate 
• 17478-75-0 N'-(4-methoxy-phenyl)-N-phenyl-diazene-N-oxide 
• 60-11-7 methyl yellow 
• 865-33-8 potassium methanolate 
• 953-12-8 1-(4-methoxyphenyl)-2-phenylhydrazine 
• 100-17-4 para-methoxynitrobenzene 
• 98-95-3 nitrobenzene 
• 501-58-6 bis(4-methoxyphenyl)diazene 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 

Downstream Products

• 101-64-4 Variamin Blau 
• 58683-90-2 (4-methoxy-3-nitro-phenyl)-(4-nitro-phenyl)-diazene 
• 17478-80-7 (4-methoxyphenyl)phenyldiazene 1-oxide 
• 17478-75-0 N'-(4-methoxy-phenyl)-N-phenyl-diazene-N-oxide 
• 17082-74-5 1.3.3.4.6.6-Hexaphenyl-2.5-di-p-anisyl-1.2.4.5-tetraaza-3.6-disila-cyclohexan 
• 85545-85-3 3-acetoxy-4-methoxyazobenzene 
• 85046-90-8 N,N'-Dibenzyl-N'-(4-methoxy-phenyl)-N-phenyl-hydrazine 
• 144499-70-7 2-heptafluoropropyl-4'-methoxyazobenzene 
• 144499-69-4 4-heptafluoropropyl-4'-methoxyazobenzene 
• 953-12-8 1-(4-methoxyphenyl)-2-phenylhydrazine 
• 100-17-4 para-methoxynitrobenzene 
• 619-97-6 benzenediazonium nitrate 
• 82582-23-8 4-methoxy-N²-phenylbenzene-1,2-diamine 
• 104-94-9 4-methoxy-aniline 

Relevant articles and documents

Hydrogen peroxide based oxidation of hydrazines using HBr catalyst

Azo compounds (RN = NR′) are an important class of organic molecules that find wide application in organic synthesis. Herein, we report an efficient, practical and metal-free oxidation of hydrazines (RNH-NHR’) to azo compounds using 5 mol% HBr and hydrogen peroxide as terminal oxidant. This new method has been demonstrated by 40 examples with excellent yields. In addition, we showcased two examples of the one-pot sequential reactions involving our hydrazine oxidation/hydrolysis/Heck reaction or Cu-catalyzed N-arylation with aryl boronic acid. The distinct advantages of this protocol include metal-free catalysis, waste prevention, and easy operation.

Method for preparing azobenzene and azobenzene compound by electro-catalysis

The invention relates to a method for preparing azobenzene and azoxybenzene compounds through electrocatalysis. Under the conditions of room temperature and inert gas, an aromatic nitro compound is reduced and coupled with an aromatic amino compound to be oxidized through electro-catalysis, and an azoxybenzene compound is obtained. The method has the advantages of mild conditions, high efficiencyand selectivity, and high universality, and can realize the synthesis of asymmetric azobenzene and azoxybenzene compounds.

TEMPO catalyzed oxidative dehydrogenation of hydrazobenzenes to azobenzenes

A metal-free direct oxidative dehydrogenation approach for the synthesis of azobenzenes from hydrazobenzenes has been developed by using TEMPO as an organocatalyst for the first time. The reaction proceeded in open air under mild reaction conditions. A wide range of hydrazobenzenes readily undergo dehydrogenation to give the corresponding azobenzenes in excellent yields.