93-01-6

Basic information

• Product Name: 6-Hydroxynaphthalene-2-sulphonic acid
• Synonyms: 2-Hydroxy-6-naphthalenesulfonic acid;2-hydroxy-6-naphthalenesulfonicacid;2-Hydroxynaphthalene-6-sulfonic acid;2-Naphtol-6-sulfosaure;6-hydroxy-2-naphthalenesulfonicaci;Baum's acid;beta-Naphthol-6-sulfonic acid;beta-naphthol-6-sulfonicacid
• CAS NO: 93-01-6
• Molecular Formula: C₁₀H₈O₄S
• Molecular Weight: 224.23
• EINECS: 205-218-1
• Product Categories: Intermediates of Dyes and Pigments;Organic acids
• Mol File: 93-01-6.mol
• Article Data: 9

Chemical Properties

• Melting Point: >300 °C(lit.)
• Boiling Point: 335.63°C (rough estimate)
• Appearance: White to gray-yellow powder
• Density: 1.4643 (rough estimate)
• Refractive Index: 1.5400 (estimate)
• PKA: 0.41±0.40(Predicted)
• CAS DataBase Reference: 6-Hydroxynaphthalene-2-sulphonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Hydroxynaphthalene-2-sulphonic acid(93-01-6)
• EPA Substance Registry System: 6-Hydroxynaphthalene-2-sulphonic acid(93-01-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 93-01-6(Hazardous Substances Data)

Usage

Description

6-Hydroxynaphthalene-2-sulphonic acid is a chemical compound with the molecular formula C10H8O4S, derived from naphthalene. It is characterized by its water solubility and the ability to form coordination complexes with metal ions, which makes it a versatile compound for various applications.

Uses

Used in Dye and Pigment Production:
6-Hydroxynaphthalene-2-sulphonic acid is used as a key intermediate in the production of dyes and pigments, particularly for the manufacturing of acid dyes. Its chemical properties allow for the creation of vibrant and stable colorants used across different industries.
Used in Analytical Chemistry:
In analytical chemistry, 6-Hydroxynaphthalene-2-sulphonic acid serves as a reagent for the detection and analysis of metal ions. Its capacity to form coordination complexes with these ions makes it a valuable tool for metal ion detection and quantification.
Used in Pharmaceutical Research:
6-Hydroxynaphthalene-2-sulphonic acid has been studied for its potential applications in pharmaceuticals. Its unique chemical structure and properties make it a candidate for the development of new drugs and therapeutic agents.
Used in Biochemical and Medical Research as a Fluorescent Probe:
6-Hydroxynaphthalene-2-sulphonic acid is utilized as a fluorescent probe in biochemical and medical research. Its fluorescent properties allow for the tracking and visualization of biological processes, contributing to advancements in the understanding of various diseases and conditions.

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

Synthetic route

β-naphthol (135-19-3) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With sulfuric acid
With 1,4-dioxane; sulfur trioxide; 1,2-dichloro-ethane
With chlorosulfonic acid; 1,1,2,2-tetrachloroethane at 100℃;
With sulfuric acid at 80℃; for 6h; Temperature;	128 g

1-acetamino-2-hydroxy-naphthalene-6-sulphonic acid (80073-10-5) + 1-amino-2-ethoxy-naphthalene-6-sulphonic acid (118-28-5) → 2-naphthol-6-sulfonic acid (93-01-6)

2-hydroxy-naphthalene-disulfonic acid-(1.6) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With mineral acid

1-acetamino-2-hydroxy-naphthalene-6-sulphonic acid (80073-10-5) + chloroethane (75-00-3) + 1-amino-2-ethoxy-naphthalene-6-sulphonic acid (118-28-5) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With potassium hydroxide

β-naphthol (135-19-3) → 7-hydroxy-naphthalene-1-sulfonic acid (132-57-0) + 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With sulfuric acid
With sulfuric acid

β-naphthol (135-19-3) → 2-naphthol-6,8-disulfonic acid (118-32-1) + 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With sulfuric acid at 60℃; Trennung ueber mehreren Stufen nach mehreren Verfahren (Trennung der γ-Saeure von der R-Saeure);
With sulfuric acid at 60℃; Trennung ueber mehreren Stufen nach mehreren Verfahren (Trennung der γ-Saeure von der R-Saeure);

2-oxy-naphthoic acid-(1)-sulfonic acid-(6) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With water at 60℃;

potassium-<2-hydroxy-naphthalene sulfonate-(1)> → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With quartz sand at 200℃;

potassium naphthyl-(2)-sulfate → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With potassium hydrogensulfate at 200℃;

2,2'-Dinaphthyl ether (613-80-9) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With sulfuric acid at 90 - 100℃;

7-aminonaphthalene-1-sulfonic acid (86-60-2) → 7-hydroxy-naphthalene-1-sulfonic acid (132-57-0) + 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With sodium metabisulfite man saeuert mit Salzsaeure oder Schwefelsaeure und trennt von der gleichzeitig entstehenden Nebenprodukt;
With sodium metabisulfite man saeuert mit Salzsaeure oder Schwefelsaeure und trennt von der gleichzeitig entstehenden Nebenprodukt;
With sodium metabisulfite man saeuert mit Salzsaeure oder Schwefelsaeure und trennt von der gleichzeitig entstehenden Nebenprodukt;

β-naphthol (135-19-3) → 2-hydroxynaphthalene-7-sulfonic acid (92-40-0) + 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With sulfuric acid at 100 - 105℃;

naphthalene-2,6-disulfonic acid (581-75-9) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With potassium carbonate

3.5-dioxy-naphthoic acid-(2)-sulfonic acid-(7) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With sodium metabisulfite

sodium-salt of/the/ 2-hydroxy-1-diazonio-naphthalene sulfonate-(6) → 2-naphthol-1,6-disulfonic acid (69422-83-9) + 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With water; sodium sulfite und Erwaermen des Reaktionsgemisches unter Zusatz von Kupfer(II)-sulfat und Kupfer-Pulver;

2-naphthol-6,8-disulfonic acid (118-32-1) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With sodium amalgam

Bronner acid (93-00-5) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With hydrogenchloride; sodium metabisulfite

β-naphthol (135-19-3) → 2-naphthol-6-sulfonic acid (93-01-6) + naphthol-(2)-disulfonic acid-(3.6) and naphthol-(2)-disulfonic acid-(6.8)

Conditions	Yield
With sulfuric acid

sulfuric acid (7664-93-9) + β-naphthol (135-19-3) → 2-hydroxy-naphthalene-1-sulfonic acid (567-47-5) + 2-naphthol-6-sulfonic acid (93-01-6) + 7-hydroxy-naphthalene-sulfonic acid-(1) + 2-hydroxy-naphthalene-disulfonic acid-(1.6)

Conditions	Yield
at 20 - 30℃;

sulfuric acid (7664-93-9) + β-naphthol (135-19-3) + metaboric acid → 2-hydroxy-naphthalene-1-sulfonic acid (567-47-5) + 2-naphthol-6-sulfonic acid (93-01-6) + 7-hydroxy-naphthalene-sulfonic acid-(1) + 2-hydroxy-naphthalene-disulfonic acid-(1.6)

Conditions	Yield
at 0 - 85℃;

sodium 2-naphthol-6-sulfonate (135-76-2) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With water In n-heptane Rate constant; effect of bis(2-ethylhexyl)sulfosuccinate (AOT) on rate constants;

6-Sulfo-naphthalen-2-ol anion → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
With oxonium at 293℃; Rate constant;

β-naphthol (135-19-3) → 7-hydroxy-naphthalene-1-sulfonic acid (132-57-0) + 2-naphthol-6,8-disulfonic acid (118-32-1) + 2-naphthol-6-sulfonic acid (93-01-6) + 2-naphthol-3,6-disulphonic acid (148-75-4)

Conditions	Yield
With sulfuric acid at 90 - 110℃; Kinetics; Product distribution; heterogeneous sulfonation;

chlorosulfonic acid (7790-94-5) + 1,1,1,2-tetrachoroethane (630-20-6) + β-naphthol (135-19-3) → 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
at 130℃;

water (7732-18-5) + m-sulfanilic acid diazonium salt (618-06-4) → 2-naphthol-6,8-disulfonic acid (118-32-1) + 1-hydroxy-4-naphthalenesulfonate (84-87-7) + 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
at 0℃; vom pH 4.6-13.2;

sulfuric acid (7664-93-9) + β-naphthol (135-19-3) → 2-hydroxynaphthalene-7-sulfonic acid (92-40-0) + 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
at 100 - 105℃;

sulfuric acid (7664-93-9) + β-naphthol (135-19-3) → 2-hydroxy-naphthalene-1-sulfonic acid (567-47-5) + 2-naphthol-6-sulfonic acid (93-01-6) + 7-hydroxy-naphthalene-sulfonic acid-(2) + 7-hydroxy-naphthalene-sulfonic acid-(1)

Conditions	Yield
at 50 - 55℃;

2-hydroxy-6-sulfo-[1]naphthoic acid + water (7732-18-5) → carbon dioxide (124-38-9) + 2-naphthol-6-sulfonic acid (93-01-6)

Conditions	Yield
at 60℃;

sulfuric acid (7664-93-9) + β-naphthol (135-19-3) → 7-hydroxy-naphthalene-1-sulfonic acid (132-57-0) + 2-naphthol-6-sulfonic acid (93-01-6)

sulfuric acid (7664-93-9) + 2-hydroxy-naphthalene-1-sulfonic acid (567-47-5) → 7-hydroxy-naphthalene-1-sulfonic acid (132-57-0) + 2-naphthol-6-sulfonic acid (93-01-6)

2-naphthol-6-sulfonic acid (93-01-6) + aniline (62-53-3) → 6-hydroxy-5-phenylazo-naphthalene-2-sulfonic acid (23481-33-6)

Conditions	Yield
Stage #1: aniline With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.25h; Stage #2: 2-naphthol-6-sulfonic acid With sodium carbonate; sodium hydroxide In water at 0 - 20℃; for 1.5h; pH=10;	85.7%

1-nitroso-2-hydroxy-naphthalene-6-sulphonic acid (14090-74-5) + 2-naphthol-6-sulfonic acid (93-01-6) → 1-acetamino-2-hydroxy-naphthalene-6-sulphonic acid (80073-10-5)

Conditions	Yield
	82%

2-naphthol-6-sulfonic acid (93-01-6) + 3-{4-[(E)-2-(2,4-Dichloro-phenyl)-vinyl]-phenyl}-2-mercapto-4-oxo-3,4-dihydro-quinazoline-6-diazonium → 5-(3-{4-[(E)-2-(2,4-Dichloro-phenyl)-vinyl]-phenyl}-2-mercapto-4-oxo-3,4-dihydro-quinazolin-6-ylazo)-6-hydroxy-naphthalene-2-sulfonic acid

Conditions	Yield
With sodium carbonate; sodium chloride In water 1.) 0-5 deg C, 3 h; 2.) 60 deg C;	81%

2-naphthol-6-sulfonic acid (93-01-6) + 4-chloro-6-diazo-2,4-cyclohexadienone (3028-27-1) → 1-(2-hydroxy-5-chlorophenylazo)-2-hydroxy-6-sulfonaphthalene

Conditions	Yield
With potassium hydroxide a) RT, 4 h, b) 40 to 50 deg C, 4 h;	70%

3,4-dicyanoaniline (56765-79-8) + 2-naphthol-6-sulfonic acid (93-01-6) → 4-[(Z)-(2-hydroxy-6-sulfo-1-naphthyl)diazenyl]phthalonitrile

Conditions	Yield
Stage #1: 2-naphthol-6-sulfonic acid With sodium hydroxide In water Stage #2: With sulfuric acid In water Stage #3: 3,4-dicyanoaniline Further stages;	68%

2-naphthol-6-sulfonic acid (93-01-6) + 2-amino-phenol (95-55-6) → 1-[(2-hydroxyl)phenylazo]-2-naphthol-6-sulfonic acid (861048-50-2)

Conditions	Yield
Stage #1: 2-amino-phenol With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.25h; Stage #2: 2-naphthol-6-sulfonic acid With sodium carbonate; sodium hydroxide In water at 0 - 20℃; for 1.5h; pH=10;	65.5%

chloroformic acid ethyl ester (541-41-3) + 2-naphthol-6-sulfonic acid (93-01-6) → 6-ethoxycarbonyloxy-naphthalene-2-sulfonic acid

Conditions	Yield
With sodium hydroxide

(2-hydroxyethyl)(methyl)amine (109-83-1) + 2-naphthol-6-sulfonic acid (93-01-6) → 6-[(2-hydroxy-ethyl)-methyl-amino]-naphthalene-2-sulfonic acid

Conditions	Yield
With ammonia; water; sodium hydrogensulfite

benzenediazonium (2684-02-8) + 2-naphthol-6-sulfonic acid (93-01-6) → 6-hydroxy-5-phenylazo-naphthalene-2-sulfonic acid (23481-33-6)

Conditions	Yield
beim Behandeln von Benzoldiazoniumsalz;

4-methylbenzene diazonium (57573-52-1) + 2-naphthol-6-sulfonic acid (93-01-6) → 6-hydroxy-5-p-tolylazo-naphthalene-2-sulfonic acid (5859-07-4)

chloroform (67-66-3) + 2-naphthol-6-sulfonic acid (93-01-6) → 5-formyl-6-hydroxy-naphthalene-2-sulfonic acid (10336-92-2)

Conditions	Yield
With sodium hydroxide

2-methylbenzene diazonium (17333-74-3) + 2-naphthol-6-sulfonic acid (93-01-6) → 6-hydroxy-5-o-tolylazo-naphthalene-2-sulfonic acid (74782-97-1)

4-diazobenzenesulfonic acid (305-80-6) + 2-naphthol-6-sulfonic acid (93-01-6) → FD and C Yellow No. 6 (5859-11-0)

Conditions	Yield
in alkal. Loesung;

4,4'-diaminodiphenylamine (537-65-5) + 2-naphthol-6-sulfonic acid (93-01-6) → 6,6'-(4,4'-imino-dianilino)-bis-naphthalene-2-sulfonic acid

Conditions	Yield
nach dem Sulfit-Verfahren;

1-hydroxy-6-amino-3-naphthalenesulfonic acid (87-02-5) + 2-naphthol-6-sulfonic acid (93-01-6) → thiosulfuric acid S-(2,5-diamino-phenyl ester) (93930-09-7)

Conditions	Yield
With sodium hydrogensulfite

2,5-diaminobenzenesulfonic acid (88-45-9) + 2-naphthol-6-sulfonic acid (93-01-6) → 6-(4-amino-3-sulfo-anilino)-naphthalene-2-sulfonic acid

Conditions	Yield
nach dem Sulfit-Verfahren;

4,4'-diaminodiphenylamine-2'-sulfonic acid (119-70-0) + 2-naphthol-6-sulfonic acid (93-01-6) → 5-(6-sulfo-[2]naphthylamino)-2-[4-(6-sulfo-[2]naphthylamino)-anilino]-benzenesulfonic acid

Conditions	Yield
nach dem Sulfit-Verfahren;

4-aminodiphenylamine-2-sulfonic acid (91-30-5) + 2-naphthol-6-sulfonic acid (93-01-6) → 6-(4-anilino-3-sulfo-anilino)-naphthalene-2-sulfonic acid

Conditions	Yield
nach dem Sulfit-Verfahren;

methylamine hydrochloride (593-51-1) + 2-naphthol-6-sulfonic acid (93-01-6) → 6-methylamino-naphthalene-2-sulfonic acid (64375-16-2)

Conditions	Yield
With sodium hydroxide at 180 - 200℃; im Autoklaven;

benzenediazonium nitrate + 2-naphthol-6-sulfonic acid (93-01-6) → 6-hydroxy-5-phenylazo-naphthalene-2-sulfonic acid (23481-33-6)

aniline hydrochloride (142-04-1) + 2-naphthol-6-sulfonic acid (93-01-6) + aniline (62-53-3) → N-Phenyl-2-naphthylamine (135-88-6) + 2-anilinonaphthalene-6-sulfonic acid (20096-53-1)

Conditions	Yield
at 190 - 200℃; das Natriumsalz reagiert;

2-naphthol-6-sulfonic acid (93-01-6) + phenylhydrazine (100-63-0) → 7H-benzo[c]carbazole-3-sulfonic acid

Conditions	Yield
With sodium disulfite Behandeln des Reaktionsprodukts mit Natronlauge;

Upstream product

• 135-19-3 β-naphthol 
• 80073-10-5 1-acetamino-2-hydroxy-naphthalene-6-sulphonic acid 
• 118-28-5 1-amino-2-ethoxy-naphthalene-6-sulphonic acid 
• 75-00-3 chloroethane 
• 7732-18-5 water 
• 618-06-4 m-sulfanilic acid diazonium salt 
• 7647-01-0 hydrogenchloride 
• 69422-83-9 2-naphthol-1,6-disulfonic acid 
• 15509-36-1 3-hydroxy-7-sulfo-[2]naphthoic acid 
• 7664-93-9 sulfuric acid 
• 567-47-5 2-hydroxy-naphthalene-1-sulfonic acid 
• 581-75-9 naphthalene-2,6-disulfonic acid 
• 118-32-1 2-naphthol-6,8-disulfonic acid 
• 132-57-0 7-hydroxy-naphthalene-1-sulfonic acid 

Downstream Products

• 5859-04-1 1-(p-Nitrophenylazo)-naphthol-⁽²⁾-sulfonsaeure-⁽⁶⁾ 
• 27959-51-9 1-(m-Nitrophenylazo)-naphthol-⁽²⁾-sulfonsaeure-⁽⁶⁾ 
• 23222-13-1 6-hydroxy-5-[(2-nitrophenyl)azo]naphthalene-2-sulfonic acid 
• 80073-10-5 1-acetamino-2-hydroxy-naphthalene-6-sulphonic acid 
• 99-61-6 3-nitro-benzaldehyde 
• 107619-48-7 2,6-diethoxynaphthalene 
• 72908-88-4 3-(2-hydroxy-6-sulfo-[1]naphthylazo)-benzoic acid 
• 613-80-9 2,2'-Dinaphthyl ether 
• 135-19-3 β-naphthol 
• 23481-33-6 6-hydroxy-5-phenylazo-naphthalene-2-sulfonic acid 
• 7664-93-9 sulfuric acid 
• 93-00-5 Bronner acid 
• 110845-55-1 6-(4-sulfo-anilino)-naphthalene-2-sulfonic acid 
• 6345-59-1 5-hydroxyimino-6-oxo-5,6-dihydro-naphthalene-2-sulfonic acid 

Relevant articles and documents

Method of combined production of high-purity Schaffer's salt and G salt

A method of combined production of high-purity Schaffer's salt and G salt comprises the following steps: 1) performing a reaction with 2-naphthol as a raw material and sulfuric acid as a sulfonating agent at 20-90 DEG C for 1-10 h to prepare a sulfonated solution; 2) adding water to the sulfonated solution for hydrolysis at 70-150 DEG C for 1-2 h to obtain a hydrolyzed solution; 3) adding ammoniato the hydrolyzed solution, maintaining temperature at 70-130 DEG C for 1-5 h to perform salting-out; 4) cooling the mixture to 40-50 DEG C and filtering the mixture, water-washing and drying a filtercake to obtain a Schaffer's salt product, mixing the filtrate and washing waste water, adding ammonia or ammonium sulfate and maintaining temperature at 70-130 DEG C for 1-5 h to perform salting-out,and cooling the mixture to 40-50 DEG C and filtering and separating the mixture, and drying a filter cake to obtain a G salt product. The method can achieve combined production of the Schaffer's saltand G salt at high purity; meanwhile, total utilization rate of raw materials and equipment utilization rate are increased. The method has simple processes, is environment-friendly and is economical.

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