Product Name

  • Name

    1-Amino-8-naphthol-4,6-disulfonic acid

  • EINECS 204-982-3
  • CAS No. 130-23-4
  • Article Data4
  • CAS DataBase
  • Density 1.88 g/cm3
  • Solubility 20g/L at 26.4℃
  • Melting Point
  • Formula C10H9NO7S2
  • Boiling Point
  • Molecular Weight 319.316
  • Flash Point
  • Transport Information
  • Appearance light brown powder
  • Safety
  • Risk Codes R41
  • Molecular Structure Molecular Structure of 130-23-4 (1-Amino-8-naphthol-4,6-disulfonic acid)
  • Hazard Symbols Xi,T
  • Synonyms 1-Naphthol-3,5-disulfonicacid, 8-amino- (6CI);1-Amino-8-hydroxynaphthalene-4,6-disulfonic acid;1-Amino-8-naphthol-4,6-disulfonic acid;4-Amino-5-hydroxy-1,7-naphthalenedisulfonic acid;4-Amino-5-naphthol-1,7-disulfonic acid;8-Amino-1-hydroxy-3,5-naphthalenedisulfonic acid;8-Amino-1-naphthol-3,5-disulfonic acid;K acid;NSC 7110;
  • PSA 171.75000
  • LogP 3.36380

Synthetic route

8-amino-naphthalene-1,3,5-trisulfonic acid
17894-99-4

8-amino-naphthalene-1,3,5-trisulfonic acid

furan-2,3,5(4H)-trione pyridine (1:1)

furan-2,3,5(4H)-trione pyridine (1:1)

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

Conditions
ConditionsYield
at 170 - 175℃; unter Druck;
8-amino-naphthalene-1,3,5-trisulfonic acid
17894-99-4

8-amino-naphthalene-1,3,5-trisulfonic acid

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

Conditions
ConditionsYield
With alkali hydroxide at 150 - 220℃;
4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid
90-20-0

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

3-nitrocinnamoyl chloride
141236-48-8, 35418-05-4

3-nitrocinnamoyl chloride

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

N,N'-bis-{3-[2-(8-hydroxy-4,6-disulfo-[1]naphthylcarbamoyl)-vinyl]-phenyl}-urea

N,N'-bis-{3-[2-(8-hydroxy-4,6-disulfo-[1]naphthylcarbamoyl)-vinyl]-phenyl}-urea

Conditions
ConditionsYield
Reduktion und Behandlung des Reaktionsprodukts mit Phosgen bei Gegenwart von Natriumacetat in waessr. Loesung;
p-nitrobenzenediazonium
14368-49-1

p-nitrobenzenediazonium

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

3,4-diamino-5-hydroxy-naphthalene-1,7-disulfonic acid

3,4-diamino-5-hydroxy-naphthalene-1,7-disulfonic acid

Conditions
ConditionsYield
With acid Reduktion des Farbstoffs mit Zinn oder Zinn(II)-chlorid in Salzsaeure;
Diphenyl-4,4'-bis-diazonium
5957-03-9

Diphenyl-4,4'-bis-diazonium

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

4,4'-diamino-5,5'-dihydroxy-6,6'-biphenyl-4,4'-diyl-bis-azo-bis-naphthalene-1,7-disulfonic acid
123726-98-7

4,4'-diamino-5,5'-dihydroxy-6,6'-biphenyl-4,4'-diyl-bis-azo-bis-naphthalene-1,7-disulfonic acid

Conditions
ConditionsYield
With sodium carbonate
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

4-nitrobenzenediazonium chloride
100-05-0

4-nitrobenzenediazonium chloride

3,4,6-triamino-5-hydroxy-naphthalene-1,7-disulfonic acid

3,4,6-triamino-5-hydroxy-naphthalene-1,7-disulfonic acid

Conditions
ConditionsYield
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-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

4-nitrobenzenediazonium chloride
100-05-0

4-nitrobenzenediazonium chloride

4-amino-8-(4-amino-phenylazo)-5-hydroxy-naphthalene-1,7-disulfonic acid

4-amino-8-(4-amino-phenylazo)-5-hydroxy-naphthalene-1,7-disulfonic acid

Conditions
ConditionsYield
With acid und Reduzieren des Reaktionsprodukts mit Natriumsulfid;
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

5-amino-2,3,6,8-tetrabromo-[1,4]naphthoquinone

5-amino-2,3,6,8-tetrabromo-[1,4]naphthoquinone

Conditions
ConditionsYield
With sulfuric acid; bromine; acetic acid
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

4-chloro-5-hydroxy-naphthalene-1,7-disulfonic acid

4-chloro-5-hydroxy-naphthalene-1,7-disulfonic acid

Conditions
ConditionsYield
durch Austausch von NH2 gegen Cl nach dem Sandmeyerschen Verfahren;
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

8-hydroxy-4,6-disulfo-naphthalene-1-diazonium-betaine

8-hydroxy-4,6-disulfo-naphthalene-1-diazonium-betaine

Conditions
ConditionsYield
Diazotization;
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

benzoyl chloride
98-88-4

benzoyl chloride

4-benzoylamino-5-benzoyloxy-naphthalene-1,7-disulfonic acid

4-benzoylamino-5-benzoyloxy-naphthalene-1,7-disulfonic acid

Conditions
ConditionsYield
With alkali
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

4-nitro-benzoyl chloride
122-04-3

4-nitro-benzoyl chloride

5,5'-dihydroxy-4,4'-(4,4'-ureylene-bis-benzoylamino)-bis-naphthalene-1,7-disulfonic acid

5,5'-dihydroxy-4,4'-(4,4'-ureylene-bis-benzoylamino)-bis-naphthalene-1,7-disulfonic acid

Conditions
ConditionsYield
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

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

sodium hydrogensulfite

sodium hydrogensulfite

phenylhydrazine
100-63-0

phenylhydrazine

5-hydroxy-4-phenylazo-naphthalene-1,7-disulfonic acid

5-hydroxy-4-phenylazo-naphthalene-1,7-disulfonic acid

Conditions
ConditionsYield
nachf. Verseifen mit Alkalien unter Durchleiten von Luft;
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

disulfite

disulfite

4,5-dihydroxy-naphthalene-1,7-disulfonic acid
23894-06-6

4,5-dihydroxy-naphthalene-1,7-disulfonic acid

Conditions
ConditionsYield
With water
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

diazotized 2-methyl-4-ethyl-aniline

diazotized 2-methyl-4-ethyl-aniline

3-(4-ethyl-2-methyl-phenylazo)-5-amino-4-hydroxy-naphthalene-2,7-disulfonic acid

3-(4-ethyl-2-methyl-phenylazo)-5-amino-4-hydroxy-naphthalene-2,7-disulfonic acid

Conditions
ConditionsYield
With sodium carbonate
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

1-benzoylamino-8-hydroxynaphthalene-4,6-disulfonic acid
6361-49-5

1-benzoylamino-8-hydroxynaphthalene-4,6-disulfonic acid

Conditions
ConditionsYield
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-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

4,5-dihydroxy-naphthalene-2-sulfonic acid

4,5-dihydroxy-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water
2: concentrated hydrochloric acid
View Scheme
1,5-disulphonaphthalene-2-diazonium chloride

1,5-disulphonaphthalene-2-diazonium chloride

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

C20H15N3O13S4

C20H15N3O13S4

diazo 4-sulfatoethylsulfone-1-aminobenzene

diazo 4-sulfatoethylsulfone-1-aminobenzene

C10H13N2O8S2(1+)*Cl(1-)

C10H13N2O8S2(1+)*Cl(1-)

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid
90-20-0

4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid

A

C18H17N3O12S4

C18H17N3O12S4

B

C18H17N3O12S4
131413-68-8

C18H17N3O12S4

C

C20H21N3O14S4

C20H21N3O14S4

D

C20H21N3O14S4

C20H21N3O14S4

Conditions
ConditionsYield
With sodium hydrogencarbonate at 25℃; pH=1 - 1.3;
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

1-(4,6-dichloro-1,3,5-triazin-2-yl)-amino-8-hydroxynaphthalene-4,6-disulfonic acid

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

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

C27H21N3O16S5
853112-89-7

C27H21N3O16S5

Conditions
ConditionsYield
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

1,3,5-trichloro-2,4,6-triazine

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

dichlorotriazinylamino-8-naphtholdisulfonic acid

dichlorotriazinylamino-8-naphtholdisulfonic acid

ethanol
64-17-5

ethanol

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

4-nitro-2-sulfo-benzoic acid-anhydride
22952-27-8

4-nitro-2-sulfo-benzoic acid-anhydride

5-hydroxy-4-(4-nitro-2-sulfobenzamido)-1,7-naphthalenedisulfonic acid trisodium salt

5-hydroxy-4-(4-nitro-2-sulfobenzamido)-1,7-naphthalenedisulfonic acid trisodium salt

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; sodium acetate; sodium acetate trihydrate In water
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

2-methyl-5-nitrobenzoyl chloride
64688-68-2

2-methyl-5-nitrobenzoyl chloride

5-hydroxy-4-(5-nitro-o-toluamido)-1,7-naphthalenedisulfonic acid, disodium salt

5-hydroxy-4-(5-nitro-o-toluamido)-1,7-naphthalenedisulfonic acid, disodium salt

Conditions
ConditionsYield
With sodium acetate trihydrate In water
4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid
130-23-4

4-amino-5-hydroxy-1,7-naphthalenedisulfonic acid

methyl 5-nitro-3-chloroformylbenzoate
1955-04-0

methyl 5-nitro-3-chloroformylbenzoate

N-(8-hydroxy-4,6-disulfo-1-naphthyl)-5-nitroisophthalamic acid disodium salt

N-(8-hydroxy-4,6-disulfo-1-naphthyl)-5-nitroisophthalamic acid disodium salt

Conditions
ConditionsYield
With sodium acetate trihydrate In sodium hydroxide; water

1-Amino-8-naphthol-4,6-disulfonic acid Specification

The 1-Amino-8-naphthol-4,6-disulfonic acid ,its cas register number is 130-23-4.It also can be called as l,7-Naphthalenedisulfonic acid, 4-amino-5-hydroxy- and the IUPAC name about this chemical is 4-Amino-5-hydroxynaphthalene-1,7-disulfonic acid .It belongs to the Intermediates of Dyes and Pigments. Raw materials is 1-Naphthylamine-4,6,8-trisulfonic acid .

Following are the chemical properties about 1-Amino-8-naphthol-4,6-disulfonic acid :(1)#H bond acceptors: 8 ; (2)#H bond donors: 5 ; (3)#Freely Rotating Bonds: 4 ; (4)Polar Surface Area: 115.97 Å2 ; (5)Index of Refraction: 1.764 ; (6)Molar Refractivity: 70.15 cm3 ; (7)Molar Volume: 169.8 cm3 ; (8)Polarizability: 27.81x10-24cm3 ; (9)Surface Tension: 104.7 dyne/cm

The 1-Amino-8-naphthol-4,6-disulfonic acid is a light brown powder, it slightly soluble in cold water and soluble in hot water, also it can soluble in soda ash or caustic soda solution, after react with ferric chloride it will be  yellow green.It can be used as azo dyes, reactive dyes and organic pigment intermediates, mainly used for the production of cationic dyes, reactive red K-2G and so on.

Preparition methods: The 1-Amino-8-naphthol-4,6-disulfonic acid can be got from the 1-naphthylamine-4,6,8-3 acid by neutralization, alkali, acidification. The 1-naphthylamine-4,6,8-3 acid solution with sodium carbonate and sodium were naphthylamine 3, then at 178-184 °C under liquid alkali fusion with sodium hydroxide; then use sulfuric acid in the 0.7- 0.78MPa obtained under acid 4h. The finished product is rice brown powder, K acid content of 80%.

This chemical can be described computed from structure:
(1)Canonical SMILES: C1=CC(=C2C=C(C=C(C2=C1N)O)S(=O)(=O)O)S(=O)(=O)O
(2)InChI: InChI=1S/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) 
(3)InChIKey: ZUQOBHTUMCEQBG-UHFFFAOYSA-N

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