1-Amino-8-hydroxynaphthalene-3,6-disulphonic acid supplier

Name
1-Amino-8-hydroxynaphthalene-3,6-disulphonic acid
EINECS 201-975-7
CAS No. 90-20-0
Article Data15
CAS DataBase
Density 1.88 g/cm³
Solubility
Melting Point >300 °C(lit.)
Formula C₁₀H₉NO₇S₂
Boiling Point
Molecular Weight 319.316
Flash Point
Transport Information
Appearance White to gray-yellow powder
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
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;
PSA 171.75000
LogP 3.36380

Synthetic route

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

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

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
at 170℃;

: 7732-18-5
water

: 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

Conditions	Yield
at 180℃; beim Schmelzen;

...Expand

: 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

Conditions	Yield
beim Verschmelzen;

: 92-41-1
2,7-naphthalenedisulfonic acid

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

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

: 1-aminonaphthalene-3,6,8-trisulphonic acid trisodium salt

A: 148-25-4
chromatotropic acid

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

C: C10H9NO7S2

Conditions

Conditions	Yield
Stage #1: 1-aminonaphthalene-3,6,8-trisulphonic acid trisodium salt With sodium hydroxide In methanol at 180 - 200℃; under 21002.1 Torr; Stage #2: With sulfuric acid In methanol

...Expand

: 91-20-3
naphthalene

A: 148-25-4
chromatotropic acid

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

C: C10H9NO7S2

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sulfur trioxide; sulfuric acid / 65 - 150 °C 1.2: 40 °C 2.1: hydrogen / 170 °C / 150015 Torr 3.1: sodium hydroxide / methanol / 180 - 200 °C / 21002.1 Torr View Scheme

...Expand

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

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

: 2944-29-8
1,4-bis((4-aminophenyl)amino)anthrancene-9,10-dione

: 62-53-3
aniline

: C64H42Cl2N16O16S4

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid With sodium carbonate In water at 0 - 5℃; for 1h; pH=4 - 5; Stage #2: aniline In water at 25 - 30℃; for 3h; pH=5 - 6; Stage #3: 1,4-bis((4-aminophenyl)amino)anthrancene-9,10-dione Further stages;	91.3%

...Expand

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

: C12H16N2O6S2

: C22H22N4O13S4

Conditions

Conditions	Yield
Stage #1: C12H16N2O6S2 With hydrogenchloride; sodium nitrite In water Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid With sodium hydrogencarbonate In water for 3h; pH=3.5;	90%

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

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

: 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfoamidophenyl)anthraquinone monosodium salt

: sodium 7-aminonaphthalene-1,3,6-trisulphonate

: C46H27ClN9O24S7(7-)*7Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfoamidophenyl)anthraquinone monosodium salt In water at 0 - 5℃; for 4h; pH=4- 6.5; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid In water at 28 - 35℃; pH=3.5 - 4; Stage #3: sodium 7-aminonaphthalene-1,3,6-trisulphonate Further stages;	86.4%

...Expand

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

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

: 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfoamidophenyl)anthraquinone monosodium salt

: sodium 3‐aminonaphthalene‐1,5‐disulfonate

: C46H28ClN9O21S6(6-)*6Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfoamidophenyl)anthraquinone monosodium salt In water at 0 - 5℃; for 4h; pH=4- 6.5; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid In water at 28 - 35℃; pH=3.5 - 4; Stage #3: sodium 3‐aminonaphthalene‐1,5‐disulfonate Further stages;	86.4%

...Expand

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

: 246253-72-5
10-[(4'-bromomethyl)benzil]phenothiazine

: 246253-74-7
4-hydroxy-5-(4-phenothiazin-10-ylmethyl-benzylamino)-naphthalene-2,7-disulfonic acid

Conditions

Conditions	Yield
With sodium acetate In water at 5 - 25℃; for 8h; Condensation;	85%

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 88-21-1
2-amino-1-benzenesulfonic acid

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

: 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfoamidophenyl)anthraquinone monosodium salt

: C42H27ClN9O18S5(5-)*5Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 1-amino-2-sulfonic acid-4-(3-amino-2,4,6-trimethyl-5-sulfoamidophenyl)anthraquinone monosodium salt In water at 0 - 5℃; for 4h; pH=4- 6.5; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid In water at 28 - 35℃; pH=3.5 - 4; Stage #3: 2-amino-1-benzenesulfonic acid Further stages;	84.23%

...Expand

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

: bis(2-hydroxyethyl) 2-aminoterephthalate

: C22H21N3O13S2

Conditions

Conditions	Yield
Stage #1: bis(2-hydroxyethyl) 2-aminoterephthalate With hydrogenchloride; cis-nitrous acid In water at 5℃; for 5h; pH=8.5; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid With sodium carbonate for 1h; pH=8.5;	83.3%

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

: 3-{4-[(E)-2-(2,4-Dichloro-phenyl)-vinyl]-phenyl}-2-mercapto-4-oxo-3,4-dihydro-quinazoline-6-diazonium

: 5-Amino-3-(3-{4-[(E)-2-(2,4-dichloro-phenyl)-vinyl]-phenyl}-2-mercapto-4-oxo-3,4-dihydro-quinazolin-6-ylazo)-4-hydroxy-naphthalene-2,7-disulfonic acid

Conditions

Conditions	Yield
With sodium carbonate; sodium chloride In water 1.) 0-5 deg C, 3 h; 2.) 60 deg C, 1 h;	83%

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

: 3-aminobenzoyl fluoride

: C24H15F2N5O9S2

Conditions

Conditions	Yield
Stage #1: 3-aminobenzoyl fluoride With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid With ammonium chloride In water at 0 - 5℃; for 0.666667h; pH=5.5 - 6.5;	81%

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

: 10312-55-7
3-aminoterephthalic acid

: C18H13N3O11S2

Conditions

Conditions	Yield
Stage #1: 3-aminoterephthalic acid With hydrogenchloride; cis-nitrous acid In water at 10℃; for 5h; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid With sodium carbonate pH=7.5;	80.2%

: 2494-89-5
2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

: 88-21-1
2-amino-1-benzenesulfonic acid

: 87-02-5
1-hydroxy-6-amino-3-naphthalenesulfonic acid

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

: 88-63-1
2,4-Diaminobenzenesulfonic acid

: C43H27ClN12O23S7(6-)*6Na(1+)

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 7-amino-4-hydroxy-2-naphthalenesulfonic acid With sodium hydroxide In water at 0 - 5℃; pH=5.6 - 6.5; Stage #2: With sodium carbonate In water at 3 - 5℃; for 5h; Stage #3: 2-(p-aminophenylsulfonyl)ethyl hydrogen sulfate; 2-amino-1-benzenesulfonic acid; 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid; 2,4-Diaminobenzenesulfonic acid Further stages;	77.1%

...Expand

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

: 98-59-9
p-toluenesulfonyl chloride

: 6860-97-5
N-(p-tosyl)-H-acid

Conditions

Conditions	Yield
With sodium acetate; sodium hydroxide In water at 70℃; pH=3 - 6; Darkness;	77%

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

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

: 26878-11-5
1-(4'-sulfophenyl)-3-methylpyrazol-5-one

: 88-64-2
2-amino-4-acetylaminobenzene sulfonic acid

: 24605-36-5
2-amino-1,4-benzenedisulfonic acid monosodium Salt

: C35H26ClN11O20S6

Conditions

Conditions	Yield
Stage #1: 1,3,5-trichloro-2,4,6-triazine; 2-amino-1,4-benzenedisulfonic acid monosodium Salt In water at 0℃; for 3h; pH=6; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid In water at 35℃; for 4h; pH=4 - 5; Stage #3: 1-(4'-sulfophenyl)-3-methylpyrazol-5-one; 2-amino-4-acetylaminobenzene sulfonic acid Further stages;	58.7%

...Expand

: 675-14-9
trifluoro-[1,3,5]triazine

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

: 26878-11-5
1-(4'-sulfophenyl)-3-methylpyrazol-5-one

: 88-64-2
2-amino-4-acetylaminobenzene sulfonic acid

: 24605-36-5
2-amino-1,4-benzenedisulfonic acid monosodium Salt

: C35H26FN11O20S6

Conditions

Conditions	Yield
Stage #1: trifluoro-[1,3,5]triazine; 2-amino-1,4-benzenedisulfonic acid monosodium Salt In water at 0 - 5℃; pH=3 - 4; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid In water at 25℃; pH=4 - 5; Stage #3: 1-(4'-sulfophenyl)-3-methylpyrazol-5-one; 2-amino-4-acetylaminobenzene sulfonic acid Further stages;	52.1%

...Expand

: C4H4ClN4(1+)*Cl(1-)

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

: C18H13Cl2N9O7S2(2-)*2Na(1+)

Conditions

Conditions	Yield
With sodium acetate; acetic acid In water for 0.5h;	49%

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

: 4-Dodecyl-benzenediazonium

: C28H35N3O7S2(2-)*2Na(1+)

Conditions

Conditions	Yield
pH 5;	44%

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

: 4,4'-Diaminostilbene dihydrochloride

: C34H22N6O14S4(4-)*4Na(1+)

Conditions

Conditions	Yield
Stage #1: 4,4'-Diaminostilbene dihydrochloride diazotization; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid	38.5%

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

: 4-Dodecyl-benzenediazonium

: C28H35N3O7S2(2-)*2Na(1+)

Conditions

Conditions	Yield
pH 9;	38%

: 75-44-5
phosgene

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

: 97629-54-4
2-oxo-2,3-dihydro-naphth[1,8-de][1,3]oxazine-5,8-disulfonic acid

Conditions

Conditions	Yield
With alkali

: 38707-70-9
8-formylquinoline

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

: 4-[8]quinolylmethylenamino-5-hydroxy-naphthalene-2,7-disulfonic acid

Conditions

Conditions	Yield
With ethanol; water

: 108-77-0
1,3,5-trichloro-2,4,6-triazine

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

: 7538-88-7
4-(4,6-dichloro-[1,3,5]triazin-2-ylamino)-5-hydroxy-naphthalene-2,7-disulfonic acid

Conditions

Conditions	Yield
With sodium hydroxide
With sodium hydroxide In water at 0 - 5℃; for 1.5h;
With sodium hydroxide; disodium hydrogenphosphate In water at 0℃; for 2h; pH=3;

: 90-52-8
6-methoxyquinolin-8-amine

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

: 4-amino-5-hydroxy-3,6-bis-(6-methoxy-[8]quinolylazo)-naphthalene-2,7-disulfonic acid

: 53855-64-4
3-acetoxy-2-naphthoyl chloride

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

: 4-hydroxy-5-(3-hydroxy-[2]naphthoylamino)-naphthalene-2,7-disulfonic acid

Conditions

Conditions	Yield
With alkali Verseifung der entstandenen Acetylverbindung mit verd. Natronlauge;

: 17356-93-3
2-methoxy-benzenediazonium

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

: 5-amino-4-hydroxy-3-(2-methoxy-phenylazo)-naphthalene-2,7-disulfonic acid

Conditions

Conditions	Yield
With sodium carbonate

: 57573-52-1
4-methylbenzene diazonium

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

: 84077-76-9
5-amino-4-hydroxy-3-p-tolylazo-naphthalene-2,7-disulfonic acid

Conditions

Conditions	Yield
With sodium carbonate

: 17333-86-7
o-Carboxybenzenediazonium

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

: 36429-86-4
2-(8-amino-1-hydroxy-3,6-disulfo-[2]naphthylazo)-benzoic acid

Conditions

Conditions	Yield
With sodium carbonate

: 24892-65-7
diazotiertes o-Phenetidin

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

: 3-(2-ethoxy-phenylazo)-5-amino-4-hydroxy-naphthalene-2,7-disulfonic acid

Conditions

Conditions	Yield
With sodium carbonate

1-Amino-8-hydroxynaphthalene-3,6-disulphonic acid Consensus Reports

Reported in EPA TSCA Inventory.

1-Amino-8-hydroxynaphthalene-3,6-disulphonic acid 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

Product Name

1-Amino-8-hydroxynaphthalene-3,6-disulphonic acid

Synthetic route

1-Amino-8-hydroxynaphthalene-3,6-disulphonic acid Consensus Reports

1-Amino-8-hydroxynaphthalene-3,6-disulphonic acid Specification

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