130-23-4

Basic information

• Product Name: 1-Amino-8-naphthol-4,6-disulfonic acid
• Synonyms: K ACID;EUROPEAN K-ACID;1 AMINO 8 HYDROXY 4:6 DISULFONIC ACID;1-AMINO-8-NAPHTHOL-4,6-DISULFONIC ACID;4-amino-5-hydroxynaphthalene-1,7-disulfonic acid;4-amino-5-hydroxynaphthalene-1,7-disulphonic acid;1-amino-8-naphtho-4,6-Disulfonic acid;1-Amino-8-Naphthol-4￡6-disulfonic acid/European K Acid
• CAS NO: 130-23-4
• Molecular Formula: C₁₀H₉NO₇S₂
• Molecular Weight: 319.31
• EINECS: 204-982-3
• Product Categories: Intermediates of Dyes and Pigments
• Mol File: 130-23-4.mol
• Article Data: 3

Chemical Properties

• Appearance: light brown powder
• Density: 1.88 g/cm³
• Refractive Index: 1.764
• PKA: -0.83±0.40(Predicted)
• Water Solubility: 20g/L at 26.4℃
• CAS DataBase Reference: 1-Amino-8-naphthol-4,6-disulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Amino-8-naphthol-4,6-disulfonic acid(130-23-4)
• EPA Substance Registry System: 1-Amino-8-naphthol-4,6-disulfonic acid(130-23-4)

Safety Data

• Hazardous Substances Data: 130-23-4(Hazardous Substances Data)

Usage

Uses

Azo dye intermediate.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C10H9NO7S2/c11-7-1-2-9(20(16,17)18)6-3-5(19(13,14)15)4-8(12)10(6)7/h1-4,12H,11H2,(H,13,14,15)(H,16,17,18)

Synthetic route

8-amino-naphthalene-1,3,5-trisulfonic acid (17894-99-4) + furan-2,3,5(4H)-trione pyridine (1:1) → 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4)

Conditions	Yield
at 170 - 175℃; unter Druck;

8-amino-naphthalene-1,3,5-trisulfonic acid (17894-99-4) → 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4)

Conditions	Yield
With alkali hydroxide at 150 - 220℃;

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid (90-20-0) → 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4)

3-nitrocinnamoyl chloride (141236-48-8, 35418-05-4) + 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → N,N'-bis-{3-[2-(8-hydroxy-4,6-disulfo-[1]naphthylcarbamoyl)-vinyl]-phenyl}-urea

Conditions	Yield
Reduktion und Behandlung des Reaktionsprodukts mit Phosgen bei Gegenwart von Natriumacetat in waessr. Loesung;

p-nitrobenzenediazonium (14368-49-1) + 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → 3,4-diamino-5-hydroxy-naphthalene-1,7-disulfonic acid

Conditions	Yield
With acid Reduktion des Farbstoffs mit Zinn oder Zinn(II)-chlorid in Salzsaeure;

Diphenyl-4,4'-bis-diazonium (5957-03-9) + 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → 4,4'-diamino-5,5'-dihydroxy-6,6'-biphenyl-4,4'-diyl-bis-azo-bis-naphthalene-1,7-disulfonic acid (123726-98-7)

Conditions	Yield
With sodium carbonate

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + 4-nitrobenzenediazonium chloride (100-05-0) → 3,4,6-triamino-5-hydroxy-naphthalene-1,7-disulfonic acid

Conditions	Yield
nachf. Kuppeln mit Benzoldiazoniumchlorid in saurer und alkal. Loesung und Reduktion des entst. Bisazofarbstoffs mit Zinn(II)-chlorid und konz. Salzsaeure;

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + 4-nitrobenzenediazonium chloride (100-05-0) → 4-amino-8-(4-amino-phenylazo)-5-hydroxy-naphthalene-1,7-disulfonic acid

Conditions	Yield
With acid und Reduzieren des Reaktionsprodukts mit Natriumsulfid;

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → 5-amino-2,3,6,8-tetrabromo-[1,4]naphthoquinone

Conditions	Yield
With sulfuric acid; bromine; acetic acid

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → 4-chloro-5-hydroxy-naphthalene-1,7-disulfonic acid

Conditions	Yield
durch Austausch von NH2 gegen Cl nach dem Sandmeyerschen Verfahren;

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → 8-hydroxy-4,6-disulfo-naphthalene-1-diazonium-betaine

Conditions	Yield
Diazotization;

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + benzoyl chloride (98-88-4) → 4-benzoylamino-5-benzoyloxy-naphthalene-1,7-disulfonic acid

Conditions	Yield
With alkali

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + 4-nitro-benzoyl chloride (122-04-3) → 5,5'-dihydroxy-4,4'-(4,4'-ureylene-bis-benzoylamino)-bis-naphthalene-1,7-disulfonic acid

Conditions	Yield
Reduktion und Behandlung des Reaktionsprodukts mit Phosgen bei Gegenwart von Natriumacetat in waessr. Loesung;

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + sodium hydrogensulfite + phenylhydrazine (100-63-0) → 5-hydroxy-4-phenylazo-naphthalene-1,7-disulfonic acid

Conditions	Yield
nachf. Verseifen mit Alkalien unter Durchleiten von Luft;

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + disulfite → 4,5-dihydroxy-naphthalene-1,7-disulfonic acid (23894-06-6)

Conditions	Yield
With water

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + diazotized 2-methyl-4-ethyl-aniline → 3-(4-ethyl-2-methyl-phenylazo)-5-amino-4-hydroxy-naphthalene-2,7-disulfonic acid

Conditions	Yield
With sodium carbonate

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → 1-benzoylamino-8-hydroxynaphthalene-4,6-disulfonic acid (6361-49-5)

Conditions	Yield
Multi-step reaction with 2 steps 1: alkali 2: aqueous-alcoholic NaOH-solution View Scheme

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → 4,5-dihydroxy-naphthalene-2-sulfonic acid

Conditions	Yield
Multi-step reaction with 2 steps 1: water 2: concentrated hydrochloric acid View Scheme

1,5-disulphonaphthalene-2-diazonium chloride + 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → C20H15N3O13S4

diazo 4-sulfatoethylsulfone-1-aminobenzene + C10H13N2O8S2(1+)*Cl(1-) + 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid (90-20-0) → C18H17N3O12S4 + C18H17N3O12S4 (131413-68-8) + C20H21N3O14S4 + C20H21N3O14S4

Conditions	Yield
With sodium hydrogencarbonate at 25℃; pH=1 - 1.3;

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → 1-(4,6-dichloro-1,3,5-triazin-2-yl)-amino-8-hydroxynaphthalene-4,6-disulfonic acid

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → C27H21N3O16S5 (853112-89-7)

Conditions	Yield
Stage #1: C17H15NO9S3 With hydrogenchloride; sodium carbonate; sodium nitrite In water at 0 - 5℃; pH=6.0 - 8.0; Stage #2: 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid In water at 10 - 20℃; for 4h; pH=2.4 - 2.8;

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) → dichlorotriazinylamino-8-naphtholdisulfonic acid

ethanol (64-17-5) + 4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + 4-nitro-2-sulfo-benzoic acid-anhydride (22952-27-8) → 5-hydroxy-4-(4-nitro-2-sulfobenzamido)-1,7-naphthalenedisulfonic acid trisodium salt

Conditions	Yield
With hydrogenchloride; sodium hydroxide; sodium acetate; sodium acetate trihydrate In water

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + 2-methyl-5-nitrobenzoyl chloride (64688-68-2) → 5-hydroxy-4-(5-nitro-o-toluamido)-1,7-naphthalenedisulfonic acid, disodium salt

Conditions	Yield
With sodium acetate trihydrate In water

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid (130-23-4) + methyl 5-nitro-3-chloroformylbenzoate (1955-04-0) → N-(8-hydroxy-4,6-disulfo-1-naphthyl)-5-nitroisophthalamic acid disodium salt

Conditions	Yield
With sodium acetate trihydrate In sodium hydroxide; water

Upstream product

• 90-20-0 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid 
• 17894-99-4 8-amino-naphthalene-1,3,5-trisulfonic acid 

Downstream Products

• 853112-89-7 C₂₇H₂₁N₃O₁₆S₅ 
• 1237680-68-0 4-(5-benzoyl-4-hydroxy-2-methoxyphenylazo)-5-hydroxy-1,7-naphthalenedisulphonic acid 
• 869286-00-0 Gamma Acid 
• 869286-02-2 C₂₇H₂₁N₃O₁₃S₄ 
• 131413-68-8 C₁₈H₁₇N₃O₁₂S₄ 
• 6361-49-5 1-benzoylamino-8-hydroxynaphthalene-4,6-disulfonic acid 

Relevant articles and documents

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