567-18-0

Basic information

• Product Name: 1-hydroxynaphthalene-2-sulphonic acid
• Synonyms: 1-hydroxynaphthalene-2-sulphonic acid;1-NAPHTHOL-2-SULPHONICACID;1-Hydroxy;1-Hydroxy-2-naphthalenesulfonic acid;1-Hydroxynaphthalene-2-sulfonic acid
• CAS NO: 567-18-0
• Molecular Formula: C₁₀H₈O₄S
• Molecular Weight: 224.23312
• EINECS: 209-303-4
• Mol File: 567-18-0.mol

Chemical Properties

• Melting Point: >249.85°C
• Boiling Point: 335.63°C (rough estimate)
• Flash Point: °C
• Appearance: /
• Density: 1.4643 (rough estimate)
• Refractive Index: 1.6000 (estimate)
• PKA: 0.10±0.40(Predicted)
• CAS DataBase Reference: 1-hydroxynaphthalene-2-sulphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-hydroxynaphthalene-2-sulphonic acid(567-18-0)
• EPA Substance Registry System: 1-hydroxynaphthalene-2-sulphonic acid(567-18-0)

Safety Data

• Hazardous Substances Data: 567-18-0(Hazardous Substances Data)

Usage

General Description

1-Hydroxynaphthalene-2-sulphonic acid is a chemical compound with the molecular formula C10H8O4S. It is a derivative of naphthalene and contains a hydroxyl group and a sulfonic acid group. 1-hydroxynaphthalene-2-sulphonic acid is commonly used as a reagent in the synthesis of various organic compounds and dyes. It is also utilized in the production of fluorescent dyes and as a pH indicator. Additionally, 1-hydroxynaphthalene-2-sulphonic acid has been studied for its potential use in the treatment of certain medical conditions such as Alzheimer's disease.

InChI:InChI=1/C10H8O4S/c11-10-8-4-2-1-3-7(8)5-6-9(10)15(12,13)14/h1-6,11H,(H,12,13,14)

Upstream product

• 90-15-3 α-naphthol 
• 1857-16-5 4-hydroxy-naphthalene-1,3-disulfonic acid 
• 64-19-7 acetic acid 
• 4759-11-9 11-oxido-1,6-methano<10>annulene 
• 7664-93-9 sulfuric acid 
• 91-20-3 naphthalene 
• 7790-94-5 chlorosulfonic acid 
• 100844-58-4 2-sulfo-naphthalene-1-diazonium-betaine 
• 86-48-6 1-hydroxy-2-naphthoic acid 
• 95-50-1 1,2-dichloro-benzene 
• 69-72-7 salicylic acid 

Downstream Products

• 122132-70-1 1-hydroxy-4-phenylazo-naphthalene-2-sulfonic acid 
• 605-69-6 1-hydroxy-2,4-dinitronaphthalene 
• 84-87-7 1-hydroxy-4-naphthalenesulfonate 

Relevant articles and documents

Process for preparing a synthetic aluminium tanning agent

A novel synthetic aluminium tanning agent as an alternative for chromium based tanning salts without using formaldehyde was prepared by using aromatic polymeric matrix and aluminium (III) salts as raw materials with suitable masking agents. The preparation of the syntan consists of sulphonation of aromatic molecule, which is incorporated with a polymeric network along with ligands specially designed for the complexation of aluminium (III) salts. The complex can be used as a self-tanning agent in leather industry with fairly good filling behavior. The tanned leathers exhibit shrinkage temperature about 85° C. Due to the higher precipitation point of the product, it can be used for tanning directly after deliming thus eliminating the pickling process. This product, unlike the conventional phenol based products, does not undergo photo-oxidation thereby preventing the discoloration of the tanned leathers.

Process for producing azo pigment

A process for producing an azo pigment, which comprises coupling an aromatic diazonium compound with 3-hydroxy-2-naphthoic acid and at least one binaphthol and optionally, laking the resulting pigment.

Isomerization and Sulfodeprotonation in the Reaction of 1,6-Oxidoannulene, 1,6-Iminoannulene, Their Isomers 1-Naphthol and 1-Aminonaphthalene, and 11-Oxo-1,6-methanoannulene with SO3

The reactions of 1-naphthol (3), 1-aminonaphthalene (10), and 1,6-oxido- (1), 1,6-imino- (2), and 11-oxo-1,6-methanoannulene (15) with SO3 in aprotic solvents have been studied.With 3 the initial product is 1-naphthyl hydrogen sulfate (4), which is slowly converted into the 1-naphthol-2- (5) and -4-sulfonic acid (6) via O-desulfonation and C-sulfonation on using is less than or equal to 1 equiv of SO3, but via C-sulfonation and O-desulfonation if the SO3 is in a large excess.It is suggested that on using is less than or equal to 1 equiv of SO3 the conversion of 4 into the 2-sulfonic acid 5 proceeds intramolecularly.The annulene 1 with SO3 in dioxane initially yields 1-naphthol and its hydrogen sulfate (4), which at temperatures >-30 deg C undergo ring sulfonation (vide supra).The nitrogen-containing substrates behave quite similarly to their oxygen analogues in that both 10 and 2 yield 10-2-SO3H, 10-4-SO3H, and 10-2,4-(SO3H)2.With 2, the initial product is the N-sulfonic acid 9.The ketone 15 undergoes ring substition with formation of the 2-sulfonic and 2,7-disulfonic acids.Mechanisms have been presented to rationalize the skeletal rearrangements of the annulenes 1 and 2.

Method for producing 1-naphthol-4-sulphonic acid

Disclosed is a method for producing 1-naphthol-4-sulphonic acid in free acid form and contaminated with less than 2% by weight of the isomeric 1-naphthol-2-sulphonic acid.