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Basic Information
CAS No.: 90-20-0
Name: 1-Amino-8-hydroxynaphthalene-3,6-disulphonic acid
Molecular Structure:
Molecular Structure of 90-20-0 (1-Amino-8-hydroxynaphthalene-3,6-disulphonic acid)
Formula: C10H9NO7S2
Molecular Weight: 319.316
Synonyms: 1-Naphthol-3,6-disulfonicacid, 8-amino- (3CI);1-Amino-3,6-disulfo-8-naphthol;1-Hydroxy-8-amino-3,6-naphthalenedisulfonic acid;1-Naphthol-8-amino-3,6-disulfonicacid;3,6-Disulfo-8-hydroxy-1-naphthylamine;4-Amino-5-hydroxy-2,7-naphthalenedisulfonic acid;
EINECS: 201-975-7
Density: 1.88 g/cm3
Melting Point: >300 °C(lit.)
Appearance: White to gray-yellow powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
PSA: 171.75000
LogP: 3.36380
Synthetic route

C10H8N2O6S2(2-)*2Na(1+)

90-20-0

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

Conditions
ConditionsYield
With sulfuric acid; water at 90℃; for 5h;65.86%
117-42-0

8-amino-naphthalene-1,3,6-trisulfonic acid

90-20-0

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

Conditions
ConditionsYield
With sodium hydroxide; water at 180 - 190℃; im offenen Gefaess;
With sodium hydroxide at 210℃; im geschlossenen Gefaess;
durch Alkalischmelze;
Stage #1: 8-amino-naphthalene-1,3,6-trisulfonic acid With sodium hydroxide under 6750.68 Torr; for 6h;
Stage #2: With sulfuric acid In water for 2h; pH=2;
6362-11-4

1,8-diamino-3,6-naphthalenedisulfonic acid

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

90-20-0

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

Conditions
ConditionsYield
at 200 - 210℃;
6362-11-4

1,8-diamino-3,6-naphthalenedisulfonic acid

90-20-0

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

Conditions
ConditionsYield
With sulfuric acid at 110 - 120℃;
With diluted alkali at 200 - 210℃; Kochen der erhaltenen Produkte nut verd. Schwefelsaeure oder Salzsaeure;
7664-93-9

sulfuric acid

6362-23-8

1H-naphtho[1,8-de][1,2,3]triazine-5,8-disulfonic acid

90-20-0

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

Conditions
ConditionsYield
at 170℃;
408511-00-2

1,1-dioxo-2H-1λ6-naphth[1,8-cd]isothiazole-4,7-disulfonic acid

sodium hydroxide

sodium hydroxide

90-20-0

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

Conditions
ConditionsYield
at 180℃; beim Schmelzen;
784103-83-9

4-amino-5-chloro-naphthalene-2,7-disulfonic acid

potassium hydroxide

potassium hydroxide

90-20-0

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

Conditions
ConditionsYield
beim Verschmelzen;
92-41-1

2,7-naphthalenedisulfonic acid

90-20-0

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

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: durch Nitrierung und Reduktion der entstandenen Dinitroverbindung
2: diluted alkali / 200 - 210 °C / Kochen der erhaltenen Produkte nut verd. Schwefelsaeure oder Salzsaeure
View Scheme
91-20-3

naphthalene

90-20-0

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

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sulfuric acid / 100 - 165 °C
1.2: 10.75 h / 30 - 165 °C
2.1: nitric acid / 10 °C
3.1: iron / 60 °C
3.2: 80 - 90 °C
4.1: sodium hydroxide / 6 h / 6750.68 Torr
4.2: 2 h / pH 2
View Scheme
86-66-8

naphthalene-1,3,6-trisulfonic acid

90-20-0

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

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: nitric acid / 10 °C
2.1: iron / 60 °C
2.2: 80 - 90 °C
3.1: sodium hydroxide / 6 h / 6750.68 Torr
3.2: 2 h / pH 2
View Scheme
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Specification

The IUPAC name of this chemical is 4-Amino-5-hydroxy-2,7-naphthalene disulfonic acid. With the CAS registry number 90-20-0 and EINECS registry number 201-975-7, it is also named as 2,7-Naphthalenedisulfonicacid, 4-amino-5-hydroxy-. In addition, the molecular formula is C10H9NO7S2 and the molecular weight is 319.31.

Physical properties about this chemical are: (1)ACD/LogP: -3.45; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): -7.95; (4)ACD/LogD (pH 7.4): -7.98; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 8; (10)#H bond donors: 5; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 115.97 Å2; (13)Index of Refraction: 1.764; (14)Molar Refractivity: 70.15 cm3; (15)Molar Volume: 169.8 cm3; (16)Polarizability: 27.81 ×10-24cm3; (17)Surface Tension: 104.7 dyne/cm; (18)Density: 1.88 g/cm3.

Uses of 4-Amino-5-hydroxy-2,7-naphthalene disulfonic acid: it can be used in organic synthesisas and used as intermediates of dyes and pigments. And it can react with 10-(4-bromomethyl-benzyl)-10H-phenothiazine to get 4-hydroxy-5-(4-phenothiazin-10-ylmethyl-benzylamino)-naphthalene-2,7-disulfonic acid. This reaction will need reagent AcONa and solvent H2O. The reaction time is 8 hours at reaction temperature of 5-250 °C. The yield is about 85%.

4-Amino-5-hydroxy-2,7-naphthalene disulfonic acid can react with 10-(4-bromomethyl-benzyl)-10H-phenothiazine to get 4-hydroxy-5-(4-phenothiazin-10-ylmethyl-benzylamino)-naphthalene-2,7-disulfonic acid

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(O)c1cc(N)c2c(c1)cc(cc2O)S(=O)(=O)O(2)InChI: InChI=1/C10H9NO7S2/c11-8-3-6(19(13,14)15)1-5-2-7(20(16,17)18)4-9(12)10(5)8/h1-4,12H,11H2,(H,13,14,15)(H,16,17,18)
(3)InChIKey: APRRQJCCBSJQOQ-UHFFFAOYAZ