3375-23-3

Basic information

• Product Name: 2-(Phenylazo)naphthalene-1-ol
• Synonyms: 2-(Phenylazo)naphthalene-1-ol;2-Phenylazo-1-naphthol
• CAS NO: 3375-23-3
• Molecular Formula: C₁₆H₁₂N₂O
• Molecular Weight: 0
• Mol File: 3375-23-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 138°C
• Boiling Point: 391.35°C (rough estimate)
• Appearance: /
• Density: 1.1077 (rough estimate)
• Refractive Index: 1.5800 (estimate)
• CAS DataBase Reference: 2-(Phenylazo)naphthalene-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(Phenylazo)naphthalene-1-ol(3375-23-3)
• EPA Substance Registry System: 2-(Phenylazo)naphthalene-1-ol(3375-23-3)

Safety Data

• Hazardous Substances Data: 3375-23-3(Hazardous Substances Data)

Usage

General Description

2-(Phenylazo)naphthalene-1-ol, also known as Sudan I, is a synthetic organic compound with a chemical structure consisting of a naphthalene ring and a phenylazo group attached to a hydroxy group at position 1. It is a red azo dye that is commonly used as a coloring agent in various industrial and consumer products, including textiles, plastics, and food. However, Sudan I has been banned from use in food and cosmetics due to its potential carcinogenic and genotoxic effects. Exposure to Sudan I has been linked to an increased risk of certain types of cancer and other health issues, prompting regulatory agencies to restrict its use in order to protect public health.

Upstream product

• 64-17-5 ethanol 
• 856211-86-4 1-benzoyloxy-2-(N'-phenyl-hydrazino)-naphthalene 
• 90-15-3 α-naphthol 
• 100-34-5 benzene diazonium chloride 
• 64-19-7 acetic acid 
• 524-42-5 1,2-naphthoquinone 
• 618-26-8 N-methyl-N-phenyl-hydrazine; sulfate 
• 618-40-6 1-Methyl-1-phenylhydrazine 
• 16954-76-0 2-NON-Phenylazoxy-naphthalin 
• 71-43-2 benzene 
• 104354-87-2 Phenyl-phenylazo-methyl-hydroperoxide; compound with benzene 
• 109057-65-0 C₁₆H₁₂N₂O 
• 62-53-3 aniline 
• 135-19-3 β-naphthol 

Downstream Products

• 62637-98-3 acetic acid-(2-phenylazo-[1]naphthyl ester) 
• 858021-92-8 benzoic acid-(2-phenylazo-[1]naphthyl ester) 
• 2036-45-5 1-methoxy-2-phenylazo-naphthalene 
• 5290-66-4 2,4-Bis-phenylazo-[1]naphthol 
• 606-41-7 2-amino-1-naphthol 
• 6237-59-8 hexamethyl benzenehexacarboxylate 
• 1710-10-7 tetramethyl furan-2,3,4,5-tetracarboxylate 
• 858432-36-7 naphth[2,1-d]oxazol-2-yl-phenyl-amine 
• 605-69-6 1-hydroxy-2,4-dinitronaphthalene 
• 91-22-5 quinoline 
• 119-65-3 isoquinoline 
• 95-13-6 1-indene 
• 71-43-2 benzene 
• 3178-03-8 1-methoxynaphthalen-2-amine 

Relevant articles and documents

Nano-Fe3O4 encapsulated-silica supported boron trifluoride as a novel heterogeneous solid acid for solvent-free synthesis of arylazo-1-naphthol derivatives

Nano-Fe3O4 encapsulated-silica supported boron trifluoride (Fe3O4@SiO2-BF3) as a new type of green heterogeneous solid acid was prepared by the immobilization of BF3·Et2O on the surface of Fe3O4@SiO2 core-shell nanoparticles and characterized by Fourier transform-infrared spectroscopy (FT-IR), X-ray diffraction (XRD), vibrating sample magnetometer (VSM), field emission-scanning electron microscope (FE-SEM), energy dispersive X-ray (EDS), and transmission electron microscope (TEM). Then, this super solid acid was used as an acidic reagent for the synthesis of aryl diazonium salts as a starting reactant, followed by its diazo coupling with 1-naphthol in a basic solvent-free medium at room temperature. The main advantages of this clean method were high yields, short reaction times, the possibility of performing it at room temperature, and no need of corrosive and toxic liquid acids and solvents. In addition, the long-term stability of aryl diazonium salts supported on Fe3O4@SiO2-BF3 magnetic nanoparticles (MNPs) at room temperature was one of the most important results of this procedure. This journal is

THE RADICAL COUPLING MECHANISM IN THE DIAZO COUPLING REACTION. MIGRATION VS. DECOMPOSITION OF PHENYLAZO RADICAL GENERATED FROM PHENYLAZO 1-NAPHTHYL ETHER IN THE SOLVENT CAGE

The thermal reaction of phenylazo 1-naphthyl ether generates a pair of phenylazo and naphthoxy radicals in the solvent cage, in which these radicals couple together at the aromatic carbon to give 4-phenylazo-1-naphthol and 2-phenylazo-1-naphthol.

The Reaction of Diazonium Ion Generated from α-Azohydroperoxide with Phenols. The Isolation and Reaction of Diazoether Intermediate

The reaction of benzenediazonium ion generated from α-azohydroperoxide with 1-naphthol gave a diazoether which rearranged to 2- and 4-phenylazo-1-naphthols.