Product Name

  • Name

    2-Amino-1,5-naphthalenedisulfonic acid

  • EINECS 204-201-6
  • CAS No. 117-62-4
  • Article Data11
  • CAS DataBase
  • Density 1.769 g/cm3
  • Solubility Soluble in water
  • Melting Point > 300oC
  • Formula C10H9NO6S2
  • Boiling Point 205.8°C (rough estimate)
  • Molecular Weight 303.317
  • Flash Point
  • Transport Information
  • Appearance Beige powder
  • Safety 26-28A
  • Risk Codes 36-34
  • Molecular Structure Molecular Structure of 117-62-4 (2-Amino-1,5-naphthalenedisulfonic acid)
  • Hazard Symbols IrritantXi,CorrosiveC
  • Synonyms 2-Amino-1,5-naphthalene disulfonic acid;2-Naphthylamine-1,5-disulfonic acid;AI3-52456;BRN 2888645;Kyselina 2-naftylamin-1,5-disulfonova;Kyselina sulfo-tobiasova;NSC 60279;Tobias acid, 5-sulfo-;
  • PSA 151.52000
  • LogP 3.65820

Synthetic route

6-aminonaphthalene-1-sulfonic acid
81-05-0

6-aminonaphthalene-1-sulfonic acid

A

6-amino-naphthalene-1,3-disulfonic acid
118-33-2

6-amino-naphthalene-1,3-disulfonic acid

B

2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 20℃;
With sulfuric acid
2-aminonaphthalenesulfonic acid
81-16-3

2-aminonaphthalenesulfonic acid

2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 30 - 40℃;
With sulfuric acid
sulfuric acid
7664-93-9

sulfuric acid

2-aminonaphthalenesulfonic acid
81-16-3

2-aminonaphthalenesulfonic acid

2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

sulfuric acid
7664-93-9

sulfuric acid

6-aminonaphthalene-1-sulfonic acid
81-05-0

6-aminonaphthalene-1-sulfonic acid

A

6-amino-naphthalene-1,3-disulfonic acid
118-33-2

6-amino-naphthalene-1,3-disulfonic acid

B

2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

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

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

C23H14Cl2N6O13S4
57583-84-3

C23H14Cl2N6O13S4

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite at 8 - 10℃; for 1h; pH=6 - 6.5;65%
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

1,2-Naphthochinon-2-diazid-5-sulfonsaeure
94386-30-8

1,2-Naphthochinon-2-diazid-5-sulfonsaeure

Conditions
ConditionsYield
Behandlung mit Soda.Diazotization;
Behandlung mit Soda in Gegenwart von Oxydationsmitteln.Diazotization;
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

1,6-dihydroxynaphthalene
575-44-0

1,6-dihydroxynaphthalene

Conditions
ConditionsYield
at 240℃; bei der Kalischmelze unter Druck;
Multi-step reaction with 2 steps
1: durch Kalischmelze
2: 240 °C / bei der Kalischmelze unter Druck
View Scheme
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

7-aminonaphthalene-2-sulfonic acid
494-44-0

7-aminonaphthalene-2-sulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 130℃;
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

2-amino-5-hydroxy-naphthalene-1-sulfonic acid
871887-69-3

2-amino-5-hydroxy-naphthalene-1-sulfonic acid

Conditions
ConditionsYield
With potassium hydroxide
With potassium hydroxide at 210 - 230℃;
durch Kalischmelze;
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

6-aminonaphthalene-1-sulfonic acid
81-05-0

6-aminonaphthalene-1-sulfonic acid

Conditions
ConditionsYield
With sulfuric acid
With sulfuric acid at 100 - 107℃;
With sulfuric acid
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

2-Aminonaphthalene-1,5,7-trisulfonic acid
55524-84-0

2-Aminonaphthalene-1,5,7-trisulfonic acid

Conditions
ConditionsYield
With sulfuric acid
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

2,5-dihydroxy-naphthalene-1-sulfonic acid
858464-85-4

2,5-dihydroxy-naphthalene-1-sulfonic acid

Conditions
ConditionsYield
With potassium hydroxide; water at 240℃;
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

2-chloro-naphthalene-1,5-disulfonic acid
102878-17-1

2-chloro-naphthalene-1,5-disulfonic acid

Conditions
ConditionsYield
durch Ersatz von NH2 durch Cl nach dem SANDMEYERschen Verfahren;
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

1,5-disulfo-naphthalene-2-diazonium-betaine
744985-01-1

1,5-disulfo-naphthalene-2-diazonium-betaine

Conditions
ConditionsYield
Diazotization.angewandt als saures Natriumsalz;
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

Bronner acid
93-00-5

Bronner acid

Conditions
ConditionsYield
With sulfuric acid at 130℃;
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

1-naphthol-7-(2',4'-dichloro-s-triazin-6'-ylamino)-3-sulphonic acid
151618-94-9

1-naphthol-7-(2',4'-dichloro-s-triazin-6'-ylamino)-3-sulphonic acid

1-naphthol-2-(1',5'-disulphonaphthyl-2-azo)-7-(2'',4''-dichloro-s-triazin-6''-ylamino)-3-sulphonic acid
163404-56-6

1-naphthol-2-(1',5'-disulphonaphthyl-2-azo)-7-(2'',4''-dichloro-s-triazin-6''-ylamino)-3-sulphonic acid

Conditions
ConditionsYield
With sodium carbonate 2.) 0-5 deg C, 3 h; Multistep reaction;
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

potassium hydroxide

potassium hydroxide

2-amino-5-hydroxy-naphthalene-1-sulfonic acid
871887-69-3

2-amino-5-hydroxy-naphthalene-1-sulfonic acid

Conditions
ConditionsYield
at 210 - 230℃;
sulfuric acid
7664-93-9

sulfuric acid

2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

6-aminonaphthalene-1-sulfonic acid
81-05-0

6-aminonaphthalene-1-sulfonic acid

sulfuric acid
7664-93-9

sulfuric acid

2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

A

6-aminonaphthalene-1-sulfonic acid
81-05-0

6-aminonaphthalene-1-sulfonic acid

B

naphthalen-2-ylamine
91-59-8

naphthalen-2-ylamine

sulfuric acid
7664-93-9

sulfuric acid

2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

A

7-aminonaphthalene-2-sulfonic acid
494-44-0

7-aminonaphthalene-2-sulfonic acid

B

6-aminonaphthalene-1-sulfonic acid
81-05-0

6-aminonaphthalene-1-sulfonic acid

C

Bronner acid
93-00-5

Bronner acid

Conditions
ConditionsYield
at 130℃;
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

6-aminonaphthalen-1-ol
23894-12-4

6-aminonaphthalen-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: durch Kalischmelze
2: diluted acid / 145 - 150 °C / unter Druck
View Scheme
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

N-(5-hydroxynaphthalen-2-yl)acetamide
86700-06-3

N-(5-hydroxynaphthalen-2-yl)acetamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: durch Kalischmelze
2: diluted acid / 145 - 150 °C / unter Druck
3: sodium acetate
4: natrium carbonate
View Scheme
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

N-(5-hydroxy-[2]naphthyl)-benzamide

N-(5-hydroxy-[2]naphthyl)-benzamide

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: durch Kalischmelze
2: diluted acid / 145 - 150 °C / unter Druck
3: NaOH-solution
4: alcoholic KOH-solution
View Scheme
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

6-benzoylamino-1-benzoyloxy-naphthalene

6-benzoylamino-1-benzoyloxy-naphthalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: durch Kalischmelze
2: diluted acid / 145 - 150 °C / unter Druck
3: NaOH-solution
View Scheme
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

2-acetylamino-5-hydroxy-naphthalene-1-sulfonic acid

2-acetylamino-5-hydroxy-naphthalene-1-sulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: durch Kalischmelze
2: sodium acetate / 30 - 40 °C
View Scheme
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

5,5'-dihydroxy-2,2'-ureylene-bis-naphthalene-1-sulfonic acid
861333-75-7

5,5'-dihydroxy-2,2'-ureylene-bis-naphthalene-1-sulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: durch Kalischmelze
2: natrium carbonate
View Scheme
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

1-acetoxy-6-acetylamino-naphthalene

1-acetoxy-6-acetylamino-naphthalene

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: durch Kalischmelze
2: diluted acid / 145 - 150 °C / unter Druck
3: sodium acetate
View Scheme
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

6-amino-1-hydroxy-naphthalene-2-sulfonic acid

6-amino-1-hydroxy-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: durch Kalischmelze
2: concentrated sulfuric acid / 40 °C
3: sulfuric acid
View Scheme
Multi-step reaction with 3 steps
1: durch Kalischmelze
2: concentrated sulfuric acid / 20 °C
3: sulfuric acid
View Scheme
2-amino-1,5-naphthalenedisulfonic acid
117-62-4

2-amino-1,5-naphthalenedisulfonic acid

7-amino-4-hydroxy-naphthalene-1,3-disulfonic acid
861353-37-9

7-amino-4-hydroxy-naphthalene-1,3-disulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: durch Kalischmelze
2: concentrated sulfuric acid / 40 °C
View Scheme

2-Amino-1,5-naphthalenedisulfonic acid Consensus Reports

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

2-Amino-1,5-naphthalenedisulfonic acid Specification

The 2-Amino-1,5-naphthalenedisulfonic acid with CAS registry number of 117-62-4 is also known as 2-Naphthylamine-1,5-disulfonic acid. The IUPAC name is 2-Aminonaphthalene-1,5-disulfonic acid. It belongs to product categories of Intermediates of Dyes and Pigments; Organic acids. Its EINECS registry number is 204-201-6. In addition, the formula is C10H9NO6S2 and the molecular weight is 303.31. This chemical is a beige powder. Besides, it is used as dye intermediate.

Physical properties about 2-Amino-1,5-naphthalenedisulfonic acid are: (1)ACD/LogP: -0.43; (2)ACD/LogD (pH 5.5): -4.93; (3)ACD/LogD (pH 7.4): -4.93; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 7; (9)#H bond donors: 4; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.733; (12)Molar Refractivity: 68.62 cm3; (13)Molar Volume: 171.3 cm3; (14)Surface Tension: 90.1 dyne/cm; (15)Density: 1.769 g/cm3.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes and can cause burns. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=CC2=C(C=CC(=C2S(=O)(=O)O)N)C(=C1)S(=O)(=O)O
2. InChI: InChI=1S/C10H9NO6S2/c11-8-5-4-6-7(10(8)19(15,16)17)2-1-3-9(6)18(12,13)14/h1-5H,11H2,(H,12,13,14)(H,15,16,17)
3. InChIKey: YAIKCRUPEVOINQ-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 5430mg/kg (5430mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1058, 1986.

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