118-32-1

Basic information

• Product Name: 1,3-Naphthalenedisulfonicacid, 7-hydroxy-
• Synonyms: 2-Hydroxy-6,8-naphthalenedisulfonicacid;2-Naphthol-6,8-disulfonic acid;7-Hydroxy-1,3-naphthalenedisulfonic acid;G acid;NSC 2073;b-Naphtholdisulfonic acid G
• CAS NO: 118-32-1
• Molecular Formula: C₁₀H₈O₇S₂
• Molecular Weight: 304.2963
• EINECS: 204-245-6
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 118-32-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 415.13°C (rough estimate)
• Appearance: /
• Density: 1.816 g/cm³
• Refractive Index: 1.725
• CAS DataBase Reference: 1,3-Naphthalenedisulfonicacid, 7-hydroxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Naphthalenedisulfonicacid, 7-hydroxy-(118-32-1)
• EPA Substance Registry System: 1,3-Naphthalenedisulfonicacid, 7-hydroxy-(118-32-1)

Safety Data

• Hazardous Substances Data: 118-32-1(Hazardous Substances Data)

Usage

General Description

"1,3-Naphthalenedisulfonicacid, 7-hydroxy-" is a complex chemical compound that belongs to the category of organic chemicals related to naphthalene. The compound is known for its unique structure comprising a naphthalene backbone substituted with hydroxy and disulfonic acid groups. 1,3-Naphthalenedisulfonicacid, 7-hydroxy- is primarily used in various scientific studies and research due to its unique chemical properties. It has potential applications within various industrial and laboratory settings. Its health effects and safety profile are not widely studied, thus necessary precautions should be taken while handling this compound. As a high-value chemical, it is usually produced and utilized in controlled environments to prevent potential hazards.

InChI:InChI=1/C10H8O7S2/c11-7-2-1-6-3-8(18(12,13)14)5-10(9(6)4-7)19(15,16)17/h1-5,11H,(H,12,13,14)(H,15,16,17)

Synthetic route

7-hydroxy-naphthalene-1-sulfonic acid (132-57-0) → 2-naphthol-6,8-disulfonic acid (118-32-1)

Conditions	Yield
beim Sulfurieren;

2-aminonaphthalene-6,8-disulfonate (86-65-7) → 2-naphthol-6,8-disulfonic acid (118-32-1)

Conditions	Yield
Diazotization.Zersetzung mit siedender verd.Schwefelsaeure;
Verkochen mit verd. Schwefelsaeure.Diazotization;

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

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 20℃; Trennung ueber mehreren Stufen nach mehreren Verfahren (Trennung der γ-Saeure von der R-Saeure);
With sulfuric acid Darstellung;

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);

7-hydroxy-1,3-naphthalene-disulfonic acid, dipotassium salt (842-18-2) → 2-naphthol-6,8-disulfonic acid (118-32-1)

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

6,8-Disulfo-naphthalen-2-ol anion → 2-naphthol-6,8-disulfonic acid (118-32-1)

Conditions	Yield
With oxonium at 293℃; Rate constant;

2-naphthol-6,8-disulfonic acid (118-32-1) → 2-aminonaphthalene-6,8-disulfonate (86-65-7)

Conditions	Yield
With ammonium hydrogen sulfite; potassium chloride; ammonia In water at 130℃;	75%
With ammonium sulfite; ammonia at 100℃;

2-naphthol-6,8-disulfonic acid (118-32-1) + 1,2-diamino-benzene (95-54-5) → benzo[a]phenazine-3,6-disulfonic acid (1311158-17-4) + 5-(2-hydroxy-6,8-bis(sulfo)naphthalen-1-yl)benzo[a]phenazine-1,3-disulfonic acid (1311158-19-6)

Conditions	Yield
Stage #1: 2-naphthol-6,8-disulfonic acid In dichloromethane at 20℃; for 20h; Stage #2: 1,2-diamino-benzene With acetic acid In dichloromethane at 20℃; for 12h;	A n/a B 74%

2-naphthol-6,8-disulfonic acid (118-32-1) + 2,4,6-trimethyl-1,3-benzenedisulfonyl dichloride (68985-08-0) → tetrasodium 7,7'-[2,4-mesitylenediylbis(sulfonyloxy)]bis(1,3-naphthalenedisulfonate)

Conditions	Yield
With sodium hydrogencarbonate at 45 - 50℃; for 22h;	51%

2-naphthol-6,8-disulfonic acid (118-32-1) + naphthalene-1,5-disulphonyl chloride (1928-01-4) → 2,2'-<1,5-naphthalenediylbis(sulfonyloxy)>bis(6,8-naphthalenedisulfonic acid) tetrasodium salt

Conditions	Yield
With sodium hydrogencarbonate In water at 45 - 50℃; for 48h;	19.2%

2-naphthol-6,8-disulfonic acid (118-32-1) + biphenyl-4,4'-disulfonyl chloride (3406-84-6) → 2,2'-<4,4'-biphenyldiylbis(sulfonyloxy)>bis(6,8-naphthalenedisulfonic acid) tetrasodium salt

Conditions	Yield
With sodium hydrogencarbonate In water at 40 - 45℃; for 48h;	16.5%

benzenediazonium (2684-02-8) + 2-naphthol-6,8-disulfonic acid (118-32-1) → orange G (14245-98-8)

Conditions	Yield
beim Behandeln von Benzoldiazoniumsalz;

4-methylbenzene diazonium (57573-52-1) + 2-naphthol-6,8-disulfonic acid (118-32-1) → 7-hydroxy-8-p-tolylazo-naphthalene-1,3-disulfonic acid (5859-09-6)

3-amino-9H-xanthen-9-one (27231-26-1) + 2-naphthol-6,8-disulfonic acid (118-32-1) → 7-hydroxy-8-(9-oxo-xanthen-3-ylazo)-naphthalene-1,3-disulfonic acid

2-methylbenzene diazonium (17333-74-3) + 2-naphthol-6,8-disulfonic acid (118-32-1) → 7-hydroxy-8-o-tolylazo-naphthalene-1,3-disulfonic acid (74783-00-9)

3-chlorobenzenediazonium (17333-84-5) + 2-naphthol-6,8-disulfonic acid (118-32-1) → 8-(3-chloro-phenylazo)-7-hydroxy-naphthalene-1,3-disulfonic acid (23481-18-7)

Diphenyl-4,4'-bis-diazonium (5957-03-9) + 2-naphthol-6,8-disulfonic acid (118-32-1) → 7,7'-dihydroxy-8,8'-biphenyl-4,4'-diyl-bis-azo-bis-naphthalene-1,3-disulfonic acid (18031-83-9)

Conditions	Yield
With sodium carbonate

2-naphthol-6,8-disulfonic acid (118-32-1) + 4-sulfo-naphthalene-1-diazonium-betaine (83702-86-7) → Neucoccin (7244-14-6)

Conditions	Yield
With alkali
With alkali

2-naphthol-6,8-disulfonic acid (118-32-1) + diazotiertes 2-Amino-diphenylenoxyd (120612-68-2) → 8-dibenzofuran-3-ylazo-7-hydroxy-naphthalene-1,3-disulfonic acid

Conditions	Yield
With alkali

2-naphthol-6,8-disulfonic acid (118-32-1) → 2-methyl-5-hydroxybenzoic acid (578-22-3)

Conditions	Yield
With sodium hydroxide at 260 - 320℃;
With sodium hydroxide at 260℃;

2-naphthol-6,8-disulfonic acid (118-32-1) → 2,8-dihydroxynaphthalene-6-sulphonic acid (6357-93-3)

Conditions	Yield
With alkali durch Verschmelzen;
With potassium hydroxide at 200 - 205℃;
With alkali durch Verschmelzen;

2-naphthol-6,8-disulfonic acid (118-32-1) → 8-deuterio-7-hydroxy-naphthalene-1,3-disulfonic acid (116571-44-9)

Conditions	Yield
With sodium hydroxide; water-d2 Behandeln des Reaktionsprodukts mit wss.Phosphat-Pufferloesung oder wss.HCl;

2-naphthol-6,8-disulfonic acid (118-32-1) → 5-amino-6-hydroxynaphthalene-2,4-disulphonic acid (18023-25-1)

Conditions	Yield
durch Reduktion von Azoderivaten;

2-naphthol-6,8-disulfonic acid (118-32-1) → 7-ethoxy-naphthalene-1,3-disulfonic acid

Conditions	Yield
durch Aethylieren;

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

Conditions	Yield
With sodium amalgam

2-naphthol-6,8-disulfonic acid (118-32-1) + chloroformic acid ethyl ester (541-41-3) → 7-ethoxycarbonyloxy-naphthalene-1,3-disulfonyl chloride

Conditions	Yield
With potassium hydroxide Erhitzen des Reaktionsprodukts mit Phosphorpentachlorid auf 130grad;

2-naphthol-6,8-disulfonic acid (118-32-1) + 4-amino-phenol (123-30-8) → 7-(4-hydroxy-anilino)-naphthalene-1,3-disulfonic acid

Conditions	Yield
With sodium disulfite

2-naphthol-6,8-disulfonic acid (118-32-1) + p-toluidine (106-49-0) → 7-p-toluidino-naphthalene-1,3-disulfonic acid

Conditions	Yield
With sodium disulfite

2-naphthol-6,8-disulfonic acid (118-32-1) + ethylamine (75-04-7) → 6-ethylamino-4-hydroxy-naphthalene-2-sulfonic acid (6259-51-4)

Conditions	Yield
at 200℃; im Autoklaven und Erhitzen des Produkts mit Aetzalkali auf 210-220grad;

2-naphthol-6,8-disulfonic acid (118-32-1) + dimethyl amine (124-40-3) → 6-dimethylamino-4-hydroxy-naphthalene-2-sulfonic acid (6259-50-3)

Conditions	Yield
at 200℃; im Autoklaven und Erhitzen des Produkts mit Aetzalkali auf 210-220grad;

2-naphthol-6,8-disulfonic acid (118-32-1) + diethylamine (109-89-7) → 6-diethylamino-4-hydroxy-naphthalene-2-sulfonic acid (111151-51-0)

Conditions	Yield
at 200℃; im Autoklaven und Erhitzen des Produkts mit Aetzalkali auf 210-220grad;

2-naphthol-6,8-disulfonic acid (118-32-1) + p-dimethylaminonitrosobenzene (138-89-6) → 9-dimethylamino-12H-benzo[a]phenoxazine-1,3-disulfonic acid

Conditions	Yield
With ethanol

2-naphthol-6,8-disulfonic acid (118-32-1) + methylamine (74-89-5) → 2-(N-methylamino)-8-hydroxynaphthalene-6-sulfonic acid (6259-53-6)

Conditions	Yield
at 200℃; im Autoklaven und Erhitzen des Produkts mit Aetzalkali auf 210-220grad;

2-naphthol-6,8-disulfonic acid (118-32-1) + 1,4-phenylenediamine (106-50-3) → 7-(4-amino-anilino)-naphthalene-1,3-disulfonic acid (86713-66-8)

Conditions	Yield
With sodium disulfite

Upstream product

• 842-18-2 7-hydroxy-1,3-naphthalene-disulfonic acid, dipotassium salt 
• 135-19-3 β-naphthol 
• 7732-18-5 water 
• 618-06-4 m-sulfanilic acid diazonium salt 
• 7664-93-9 sulfuric acid 
• 163453-90-5 6,8-disulfo-naphthalene-2-diazonium-betaine 
• 567-47-5 2-hydroxy-naphthalene-1-sulfonic acid 
• 86-65-7 2-aminonaphthalene-6,8-disulfonate 
• 132-57-0 7-hydroxy-naphthalene-1-sulfonic acid 

Downstream Products

• 5859-09-6 7-hydroxy-8-p-tolylazo-naphthalene-1,3-disulfonic acid 
• 23481-18-7 8-(3-chloro-phenylazo)-7-hydroxy-naphthalene-1,3-disulfonic acid 
• 86713-66-8 7-(4-amino-anilino)-naphthalene-1,3-disulfonic acid 
• 86-65-7 2-aminonaphthalene-6,8-disulfonate 
• 90-51-7 6-amino-4-hydroxy-2-naphthalenesulfonic acid 
• 55720-37-1 1,3,7-trichloronaphthalene 
• 216451-89-7 3,5-disulfophthalic acid 
• 944272-02-0 C₈H₂Cl₄O₆S₂ 
• 25317-39-9 C_.I_. Acid Red 73 
• 93-01-6 2-naphthol-6-sulfonic acid 
• 6357-93-3 2,8-dihydroxynaphthalene-6-sulphonic acid 
• 578-22-3 2-methyl-5-hydroxybenzoic acid 
• 14245-98-8 orange G 
• 6259-53-6 2-(N-methylamino)-8-hydroxynaphthalene-6-sulfonic acid 

Relevant articles and documents

Dynamics of Excited-State Reactions in Reversed Micelles. 2. Proton Transfer Involving Various Fluorescent Probes according to Their Sites of Solubilization

Reversed micelles of bis(2-ethylhexyl)sulfosuccinate (AOT) in heptane were investigated with three acid fluorescent probes: 2-naphtol (NOH), sodium 2-naphtol-6-sulfonate (NSOH), and potassium 2-naphtol-6,8-disulfonate (NDSOH).These probes, which tend to undergo protolysis in the excited state, are well suited to the investigation of the acid-base reacitvity of water molecules forming the aqueous core.The rate constants for deprotonation and back-recombination were determined by phase fluorometry as a function of the water content w=/.These rate constants together with the spectroscopic properties of the probes provide information on their localization and the corresponding ability of the microenvironment to accept a proton. (i) NDSOH is localized around the center of the water pool and, at water contents, w, greater than about 10, its behavior regarding protolysis is identical with that in bulk water. (ii) NSOH resides in the vicinity of the interface and an amount of water of w 40 is required for observing the same deprotonation rate as in bulk water whereas the rate of back-recombination is still much faster. (iii) NOH is localized at the interface and does not undergo deprotonation in the excited state whatever the water content.Efficiency and kinetics of proton transfer are thus strongly dependent on localization.The ability of water to accept a proton is related to is H-bonded structure and its protolytic reactivity is an image of its structure which changes as a function of the distance with respect to the interface.

MATHEMATICAL MODELLING OF THE KINETICS OF THE HETEROGENEOUS SULFONATION OF 2-NAPHTHOL WITH SULFURIC ACID

-