1435-71-8

Basic information

• Product Name: 4-Methyl-2-(2'-nitrophenyl)azophenol
• Synonyms: 4-Methyl-2-[(2-nitrophenyl)azo]phenol;2-[(o-nitrophenyl)azo]-p-cresol;2-[(2-Nitrophenyl)azo]-p-cresol;2-Hydroxy-5-methyl-2''-nitroazobenzene;Phenol, 4-methyl-2-[(2-Nitrophenyl)azo]-;4-Methyl-2-(o-nitrophenylazo)phenol
• CAS NO: 1435-71-8
• Molecular Formula: C₁₃H₁₁N₃O₃
• Molecular Weight: 257.24
• EINECS: 215-863-0
• Mol File: 1435-71-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 422.5°C at 760mmHg
• Flash Point: 209.3°C
• Appearance: /
• Density: 1.31g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.63
• CAS DataBase Reference: 4-Methyl-2-(2'-nitrophenyl)azophenol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Methyl-2-(2'-nitrophenyl)azophenol(1435-71-8)
• EPA Substance Registry System: 4-Methyl-2-(2'-nitrophenyl)azophenol(1435-71-8)

Safety Data

• Hazardous Substances Data: 1435-71-8(Hazardous Substances Data)

Usage

Description

4-Methyl-2-(2'-nitrophenyl)azophenol, also known as (Z)-4-Methyl-2-((2-nitrophenyl)diazenyl)phenol, is an organic compound that serves as a crucial intermediate in the synthesis of various chemical products. It is characterized by its azo linkage and nitro group, which contribute to its reactivity and potential applications in different industries.

Uses

Used in Pharmaceutical Industry:
4-Methyl-2-(2'-nitrophenyl)azophenol is used as an intermediate in the synthesis of Drometrizole (D679400), a medication with anti-inflammatory and analgesic properties. It plays a vital role in the development of pharmaceuticals that can help alleviate pain and reduce inflammation in patients.
Used in Textile Industry:
In the textile industry, 4-Methyl-2-(2'-nitrophenyl)azophenol is utilized as an intermediate reactant in the synthesis of UV light absorbers for polyester fibers. These absorbers are essential in protecting the fibers from the harmful effects of ultraviolet radiation, thereby enhancing the durability and longevity of the textile products.
Isotope labelled Drometrizole, derived from 4-Methyl-2-(2'-nitrophenyl)azophenol, is also used in the synthesis of UV light absorbers, providing an alternative route for the development of these protective additives for the textile industry.

InChI:InChI=1/C13H11N3O3/c1-9-6-7-13(17)11(8-9)15-14-10-4-2-3-5-12(10)16(18)19/h2-8,17H,1H3/b15-14+

Upstream product

• 106-44-5 p-cresol 
• 119-66-4 2-nitrobenzenediazonium chloride 
• 88-74-4 2-nitro-aniline 

Downstream Products

• 2440-22-4 2-(2-Hydroxy-5-methylphenyl)benzotriazole 
• 54659-85-7 2-(2'-hydroxy-5'-methylphenyl)benzotriazole N-oxide 
• 95-54-5 1,2-diamino-benzene 
• 95-84-1 3-amino-4-hydroxytoluene 
• 615-15-6 2-Methyl-1H-benzimidazole 
• 617-84-5 N-formyldiethylamine 
• 22876-15-9 5-methylbenzo[d]oxazol-2(3H)-one 
• 88-74-4 2-nitro-aniline 
• 50467-25-9 tetrahydro-2-(2-hydroxy-5-methylphenyl)benzotriazole 
• 128686-16-8 {Cu(C₆H₄(NO₂)NNC₆H₃(CH₃)(O))2} 
• 127821-17-4 bis(2-{2-nitro-benzeneazo}-1-hydroxy-4-methyl-benzene)-cobalt(II) 
• 21371-50-6 2-(2H-1,2,3-benzotriazol-2-yl)-4-hydroxybenzenecarboxylic acid 
• 69698-20-0 2-(2H-1,2,3-benzotriazol-2-yl)-4-methylphenyl acetate 
• 114226-64-1 2-(2H-1,2,3-benzotriazol-2-yl)-4-dibromomethylphenyl acetate 

Relevant articles and documents

Continuous preparation method of 2-nitro-2'-hydroxy-5'-methyl azobenzene

The invention discloses a preparation method of 2-nitro-2'-hydroxy-5'-methyl azobenzene. According to the continuous preparation method, o-nitroaniline/sodium nitrite/acid/p-cresol is taken as a raw material, a micro-channel reactor is connected in series with a rotary liquid membrane reactor, and the reaction temperature, the reaction time and the like are accurately controlled, so that an azo intermediate 2-nitro-2'-hydroxy-5'-methyl azobenzene is prepared with high conversion rate and high selectivity. The method has the advantages of being simple in process, high in production efficiency, safe, environmentally friendly and easy to industrialize.

Synthesis of new ultraviolet light absorbers based on 2-aryl-2H- benzotriazoles

A procedure for the synthesis of some new ultraviolet absorbers of the benzotriazole series is reported. The compounds bear a carboxylic or a formyl group para to the hydroxy group, and these functionalities impart to the absorbers improved compatibility with certain disperse dyes on polyester fibers.

Processes for the preparation of benzotriazole UV absorbers

Provided is a process for preparing 2H-benzotriazole UV absorbers containing a perfluoroalkyl moiety at the 5-position of the benzo ring, for example a trifluoromethyl group, which involves diazotizing the perfluoroalkyl substituted o-nitroaniline using concentrated sulfuric acid plus sodium nitrite or nitrosylsulfuric acid to form the corresponding monoazobenzene intermediate via the diazonium salt intermediate which is reduced to the corresponding 5-perfluoroalkyl substituted 2H-benzotriazole UV absorber compound by conventional reduction means. Also provided is a novel one-pot, multiphase reaction for the preparation of 2(2-nitrophenylazo) substituted phenols, which are precursors for 2H-benzotriazole UV absorbers.