949-87-1

Basic information

• Product Name: 4-methylazobenzene
• Synonyms: 4-methylazobenzene;Azobenzene, 4-methyl-;Diazene, (4-methylphenyl)phenyl-;Nsc31005;p-Methylazobenzene
• CAS NO: 949-87-1
• Molecular Formula: C₁₃H₁₂N₂
• Molecular Weight: 196.24778
• EINECS: 213-444-7
• Mol File: 949-87-1.mol
• Article Data: 32

Chemical Properties

• Melting Point: 71.5°C
• Boiling Point: 323.14°C (rough estimate)
• Flash Point: 158.3°C
• Appearance: /
• Density: 1.1265 (rough estimate)
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.5014 (estimate)
• CAS DataBase Reference: 4-methylazobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methylazobenzene(949-87-1)
• EPA Substance Registry System: 4-methylazobenzene(949-87-1)

Safety Data

• Hazardous Substances Data: 949-87-1(Hazardous Substances Data)

Usage

General Description

4-methylazobenzene is a chemical compound with the molecular formula C14H12N2. It is a type of azobenzene, which is a class of organic compounds containing a diazenyl functional group. 4-methylazobenzene is commonly used as a dye in various industries, particularly in the production of colored plastics, textiles, and inks. It is known for its vibrant red-orange color and its ability to absorb and reflect light in this range of the visible spectrum. Additionally, 4-methylazobenzene has been studied for its potential photochromic and thermochromic properties, which could make it useful in applications such as photoresponsive materials and sensors. However, it is important to handle 4-methylazobenzene with care, as it is considered a hazardous material and should be used in accordance with proper safety precautions.

InChI:InChI=1/C13H12N2/c1-11-7-9-13(10-8-11)15-14-12-5-3-2-4-6-12/h2-10H,1H3

Upstream product

• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 100-63-0 phenylhydrazine 
• 106-49-0 p-toluidine 
• 586-96-9 Nitrosobenzene 
• 100-65-2 N-Phenylhydroxylamine 
• 15795-42-3 N-sulfinyl-4-methylaniline 
• 23438-23-5 4-hydroxy-4-methyl-cyclohexa-2,5-dienone 
• 64-17-5 ethanol 
• 621-94-3 1-(4-methylphenyl)-2-phenylhydrazine 
• 99-99-0 1-methyl-4-nitrobenzene 
• 98-95-3 nitrobenzene 
• 17310-78-0 β-p-methylazoxybenzene 
• 17310-79-1 4-methylazoxybenzene 
• 62-53-3 aniline 

Downstream Products

• 57340-21-3 1-(4-(bromomethyl)phenyl)-2-phenyldiazene 
• 29418-58-4 (p-nitrophenylazo)toluene 
• 621-94-3 1-(4-methylphenyl)-2-phenylhydrazine 
• 92022-25-8 (4-bromo-phenyl)-p-tolyl-diazene 
• 17310-78-0 β-p-methylazoxybenzene 
• 17310-79-1 4-methylazoxybenzene 
• 1562-93-2 4-(2-phenyldiazen-1-yl)benzoic acid 
• 70113-17-6 4,4'-Diphenylazo-stilben 
• 17049-62-6 5-methyl-2-phenyl-1,2-dihydro-3H-indazol-3-one 
• 106-49-0 p-toluidine 
• 62-53-3 aniline 

Relevant articles and documents

Manganese Catalyzed Hydrogenation of Azo (N=N) Bonds to Amines

We report the first example of homogeneously catalyzed hydrogenation of the N=N bond of azo compounds using a complex of an earth-abundant-metal. The hydrogenation reaction is catalyzed by a manganese pincer complex, proceeds under mild conditions, and yields amines, which makes this methodology a sustainable alternative route for the conversion of azo compounds. A plausible mechanism involving metal-ligand cooperation and hydrazine intermediacy is proposed based on mechanistic studies. (Figure presented.).

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.