Product Name

  • Name

    2-Amino-3,6,8-naphthalenetrisulfonic acid

  • EINECS 204-229-9
  • CAS No. 118-03-6
  • Article Data13
  • CAS DataBase
  • Density 1.974 g/cm3
  • Solubility 1000g/L at 25℃
  • Melting Point 140-143°C(lit.)
  • Formula C10H9NO9S3
  • Boiling Point 702.53℃[at 101 325 Pa]
  • Molecular Weight 383.381
  • Flash Point >230°F
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes R36/37/38; R22
  • Molecular Structure Molecular Structure of 118-03-6 (2-Amino-3,6,8-naphthalenetrisulfonic acid)
  • Hazard Symbols Xn,Xi
  • Synonyms 1,3,6-Naphthalenetrisulfonic acid, 7-amino-;7-Aminonaphthalene-1,3,6-trisulphonic acid;2-Amino-3,6,8-naphthalenetrisulfonic acid;2-Naphthylamine-3,6,8-trisulfonic acid;Kyselina 2-naftylamin-3,6,8-trisulfonova;Kyselina kochova;BRN 2681042;NSC 7561;
  • PSA 214.27000
  • LogP 3.98570

Synthetic route

1-nitronaphthalene-3,6,8-trisulfonic acid

1-nitronaphthalene-3,6,8-trisulfonic acid

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 50℃; for 6.89h; electrochemical reduction;98.1%
7-hydroxy-naphthalene-1,3,6-trisulfonic acid
6259-66-1

7-hydroxy-naphthalene-1,3,6-trisulfonic acid

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

Conditions
ConditionsYield
With ammonia
7-sulfoamino-naphthalene-1,3-disulfonic acid

7-sulfoamino-naphthalene-1,3-disulfonic acid

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 120 - 130℃;
8-nitronaphthalene-1,3,6-trisulphonic acid
38267-31-1

8-nitronaphthalene-1,3,6-trisulphonic acid

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

Conditions
ConditionsYield
With ammonia unter Druck;
7-hydroxy-naphthalene-1,3,6-trisulfonic acid
6259-66-1

7-hydroxy-naphthalene-1,3,6-trisulfonic acid

ammonia
7664-41-7

ammonia

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

sulfuric acid
7664-93-9

sulfuric acid

7-sulfoamino-naphthalene-1,3-disulfonic acid

7-sulfoamino-naphthalene-1,3-disulfonic acid

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

Conditions
ConditionsYield
at 120 - 130℃;
8-nitronaphthalene-1,3,6-trisulphonic acid
38267-31-1

8-nitronaphthalene-1,3,6-trisulphonic acid

ammonia
7664-41-7

ammonia

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

Conditions
ConditionsYield
at 100℃; unter Druck;
β-naphthol
135-19-3

β-naphthol

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sulfuric acid / 40 - 60 °C
2: potassium chloride; ammonia; ammonium hydrogen sulfite / water / 130 °C
3: sulfuric acid / 130 °C / Inert atmosphere
View Scheme
2-aminonaphthalene-6,8-disulfonate
86-65-7

2-aminonaphthalene-6,8-disulfonate

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

Conditions
ConditionsYield
With sulfuric acid at 130℃; Temperature; Inert atmosphere;195.3 g
1,3,5-trichloro-2,4,6-triazine
108-77-0

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

1-amino-3-ureidobenzene
25711-72-2

1-amino-3-ureidobenzene

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C20H14Cl2N8O7S3

C20H14Cl2N8O7S3

Conditions
ConditionsYield
Stage #1: 7-aminonaphthalene-1,3,6-trisulfonic acid With hydrogenchloride; sodium carbonate; sodium nitrite In water for 1h;
Stage #2: 1-amino-3-ureidobenzene With sodium carbonate In water at 0 - 5℃; for 2h; pH=6 - 6.5;
Stage #3: 1,3,5-trichloro-2,4,6-triazine In water at 0 - 35℃; for 3h; pH=6 - 6.5;		82%
...Expand
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

Cresidine
120-71-8

Cresidine

C18H17N3O10S3
101309-08-4

C18H17N3O10S3

Conditions
ConditionsYield
Stage #1: 7-aminonaphthalene-1,3,6-trisulfonic acid With lithium hydroxide In water pH=7 - 8;
Stage #2: With hydrogenchloride; sodium nitrite In water at 0 - 10℃; for 1h;
Stage #3: Cresidine With pyridine In water; acetone at 0 - 25℃;		66%
Stage #1: 7-aminonaphthalene-1,3,6-trisulfonic acid With hydrogenchloride; sodium nitrite In water at 5 - 10℃; for 1h;
Stage #2: Cresidine With hydrogenchloride; sodium carbonate In water at 10 - 30℃; pH=3;
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

2-amino-8-hydroxy-naphthalene-3,6-disulphonic acid
90-40-4

2-amino-8-hydroxy-naphthalene-3,6-disulphonic acid

Conditions
ConditionsYield
With alkali at 220 - 260℃;
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

naphthalene-1,3,6,7-tetrasulfonic acid

naphthalene-1,3,6,7-tetrasulfonic acid

Conditions
ConditionsYield
durch folgeweise Diazotierung, Behandlung mit xanthogensaurem Kalium, Verseifung und Oxydation mittels KMnO4;
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

3,6,8-trisulfo-naphthalene-2-diazonium-betaine

3,6,8-trisulfo-naphthalene-2-diazonium-betaine

Conditions
ConditionsYield
Diazotization;
4-(2-Iodo-ethyl)-naphthalen-1-ol
38661-32-4

4-(2-Iodo-ethyl)-naphthalen-1-ol

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

7-[1-Hydroxy-4-(2-iodo-ethyl)-naphthalen-2-ylazo]-naphthalene-1,3,6-trisulfonic acid
41017-52-1

7-[1-Hydroxy-4-(2-iodo-ethyl)-naphthalen-2-ylazo]-naphthalene-1,3,6-trisulfonic acid

Conditions
ConditionsYield
(i) NaNO2, aq. HCl, (ii) /BRN= 2364430/, aq. NaOH; Multistep reaction;
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

alkali

alkali

2-amino-8-hydroxy-naphthalene-3,6-disulphonic acid
90-40-4

2-amino-8-hydroxy-naphthalene-3,6-disulphonic acid

Conditions
ConditionsYield
at 220 - 260℃;
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

alkali

alkali

7-amino-1.3-or 1.6-dioxy-naphthalene-sulfonic acid-(6 or 3)

7-amino-1.3-or 1.6-dioxy-naphthalene-sulfonic acid-(6 or 3)

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

8-hydroxy-3,6-disulfo-naphthalene-2-diazonium-betaine
34043-07-7

8-hydroxy-3,6-disulfo-naphthalene-2-diazonium-betaine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: alkali / 220 - 260 °C
2: Diazotization
View Scheme
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C10H7N2O9S3(1+)*Cl(1-)
1426257-63-7

C10H7N2O9S3(1+)*Cl(1-)

3-amino-4-methoxyacetanilide
6375-47-9

3-amino-4-methoxyacetanilide

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

8-anilino-1-naphthalenesulfonate
82-75-7

8-anilino-1-naphthalenesulfonate

C29H24N6O14S4
939374-04-6

C29H24N6O14S4

Conditions
ConditionsYield
Stage #1: 7-aminonaphthalene-1,3,6-trisulfonic acid With hydrogenchloride; sodium nitrite In water at 10 - 25℃;
Stage #2: 3-amino-4-methoxyacetanilide With sodium carbonate In water at 15 - 25℃; pH=5.5;
Stage #3: 8-anilino-1-naphthalenesulfonate With hydrogenchloride; sodium hydroxide; sodium nitrite more than 3 stages;
...Expand
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

m-acetamide aniline
102-28-3

m-acetamide aniline

2-(4-amino-2-acetylaminophenylazo)-3,6,8-naphthalenetrisulfonic acid
93679-74-4

2-(4-amino-2-acetylaminophenylazo)-3,6,8-naphthalenetrisulfonic acid

Conditions
ConditionsYield
Stage #1: 7-aminonaphthalene-1,3,6-trisulfonic acid
Stage #2: m-acetamide aniline
1-amino-3-ureidobenzene
25711-72-2

1-amino-3-ureidobenzene

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C17H15N5O10S3
28566-82-7

C17H15N5O10S3

Conditions
ConditionsYield
Stage #1: 7-aminonaphthalene-1,3,6-trisulfonic acid With sodium carbonate In water at 0℃;
Stage #2: With hydrogenchloride; sodium nitrite In water at 5 - 10℃; for 0.5h;
Stage #3: 1-amino-3-ureidobenzene With sodium carbonate In water for 0.5h; pH=5 - 6;
Stage #1: 7-aminonaphthalene-1,3,6-trisulfonic acid With sodium carbonate In water at 0℃;
Stage #2: With hydrogenchloride; sodium nitrite In water at 5 - 10℃; for 0.5h;
Stage #3: 1-amino-3-ureidobenzene With sodium carbonate In water for 0.5h; pH=5 - 6;
Stage #1: 7-aminonaphthalene-1,3,6-trisulfonic acid With sodium nitrite In water at 0 - 2℃; for 0.166667h;
Stage #2: In water at 5 - 8℃; for 1.16667h; Acidic aqueous solution;
Stage #3: 1-amino-3-ureidobenzene With sodium carbonate In water at 8 - 10℃; for 1.33333 - 1.5h; pH=4.0;
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C26H25N5O11S3
101309-09-5

C26H25N5O11S3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: lithium hydroxide / water / pH 7 - 8
1.2: 1 h / 0 - 10 °C
1.3: 0 - 25 °C
2.1: hydrogenchloride; sodium nitrite / water / 1.5 h / 0 - 5 °C
2.2: 0 - 25 °C / pH 6
View Scheme
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C45H38N10O17S5

C45H38N10O17S5

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: lithium hydroxide / water / pH 7 - 8
1.2: 1 h / 0 - 10 °C
1.3: 0 - 25 °C
2.1: hydrogenchloride; sodium nitrite / water / 1.5 h / 0 - 5 °C
2.2: 0 - 25 °C / pH 6
3.1: hydrogenchloride; sodium nitrite / 1.5 h / 0 - 5 °C
3.2: 2.25 h / 20 - 35 °C
3.3: 70 °C / pH 4.5
View Scheme
3-amino-4-methoxyacetanilide
6375-47-9

3-amino-4-methoxyacetanilide

7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C19H18N4O11S3
108094-73-1

C19H18N4O11S3

Conditions
ConditionsYield
Stage #1: 7-aminonaphthalene-1,3,6-trisulfonic acid With hydrogenchloride; sodium nitrite In water at 8 - 15℃; for 1h; Cooling with ice;
Stage #2: 3-amino-4-methoxyacetanilide With sodium hydroxide In water at 20℃; for 2h; pH=5 - 5.5;
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C29H24N6O14S4
939374-04-6

C29H24N6O14S4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: hydrogenchloride; sodium nitrite / water / 1 h / 8 - 15 °C / Cooling with ice
1.2: 2 h / 20 °C / pH 5 - 5.5
2.1: hydrogenchloride; sodium nitrite / water / 1 h / 5 - 10 °C
2.2: 2 h / 10 - 15 °C / pH 6 - 6.5
View Scheme
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C32H23Cl2N9O14S4
1025062-43-4

C32H23Cl2N9O14S4

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: hydrogenchloride; sodium nitrite / water / 1 h / 8 - 15 °C / Cooling with ice
1.2: 2 h / 20 °C / pH 5 - 5.5
2.1: hydrogenchloride; sodium nitrite / water / 1 h / 5 - 10 °C
2.2: 2 h / 10 - 15 °C / pH 6 - 6.5
3.1: sodium carbonate / water / 1 h / 0 - 15 °C / pH 6 - 7
View Scheme
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C32H25ClN10O14S4

C32H25ClN10O14S4

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrogenchloride; sodium nitrite / water / 1 h / 8 - 15 °C / Cooling with ice
1.2: 2 h / 20 °C / pH 5 - 5.5
2.1: hydrogenchloride; sodium nitrite / water / 1 h / 5 - 10 °C
2.2: 2 h / 10 - 15 °C / pH 6 - 6.5
3.1: sodium carbonate / water / 1 h / 0 - 15 °C / pH 6 - 7
4.1: ammonia / water / 1 h / 40 - 45 °C
View Scheme
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C38H30N11O16S4(1+)
1403244-25-6

C38H30N11O16S4(1+)

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: hydrogenchloride; sodium nitrite / water / 1 h / 8 - 15 °C / Cooling with ice
1.2: 2 h / 20 °C / pH 5 - 5.5
2.1: hydrogenchloride; sodium nitrite / water / 1 h / 5 - 10 °C
2.2: 2 h / 10 - 15 °C / pH 6 - 6.5
3.1: sodium carbonate / water / 1 h / 0 - 15 °C / pH 6 - 7
4.1: ammonia / water / 1 h / 40 - 45 °C
5.1: water / 5 h / 80 - 90 °C
View Scheme
7-aminonaphthalene-1,3,6-trisulfonic acid
118-03-6

7-aminonaphthalene-1,3,6-trisulfonic acid

C39H31ClN10O14S4

C39H31ClN10O14S4

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrogenchloride; sodium nitrite / water / 1 h / 8 - 15 °C / Cooling with ice
1.2: 2 h / 20 °C / pH 5 - 5.5
2.1: hydrogenchloride; sodium nitrite / water / 1 h / 5 - 10 °C
2.2: 2 h / 10 - 15 °C / pH 6 - 6.5
3.1: sodium carbonate / water / 1 h / 0 - 15 °C / pH 6 - 7
4.1: water / 1 h / 40 - 45 °C
View Scheme

7-Amino-1,3,6-naphthalenetrisulfonic acid Consensus Reports

Reported in EPA TSCA Inventory.

7-Amino-1,3,6-naphthalenetrisulfonic acid Specification

The 7-Amino-1,3,6-naphthalenetrisulfonic acid with CAS registry number of 118-03-6 is also known as 1,3,6-Naphthalenetrisulfonic acid, 7-amino-. The IUPAC name is 7-Aminonaphthalene-1,3,6-trisulfonic acid. It belongs to product categories of Intermediates of Dyes and Pigments; Organic Acids. Its EINECS registry number is 204-229-9. In addition, the formula is C10H9NO9S3 and the molecular weight is 383.37. This chemical should be stored in ventilated, cool and dry room. What's more, it is used for manufacture of dyes and acid-2R.

Physical properties about 7-Amino-1,3,6-naphthalenetrisulfonic acid are: (1)XLogP3-AA: -0.7; (2)H-Bond Donor: 4; (3)H-Bond Acceptor: 10; (4)Rotatable Bond Count: 3; (5)Exact Mass: 382.943943; (6)MonoIsotopic Mass: 382.943943; (7)Topological Polar Surface Area: 214; (8)Heavy Atom Count: 23; (9)Complexity: 756; (10)Covalently-Bonded Unit Count: 1.

Preparation of 7-Amino-1,3,6-naphthalenetrisulfonic acid: it is prepared by reaction of 1-nitronaphthalene-3,6,8-trisulfonic acid. The reaction needs reagent aq. H2SO4 at the temperature of 50 °C with other condition of electrochemical reduction for 6.89 hours. The yield is about 98.1%.

7-Amino-1,3,6-naphthalenetrisulfonic acid is prepared by reaction of 1-nitronaphthalene-3,6,8-trisulfonic acid.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=C2C=C(C=C(C2=CC(=C1S(=O)(=O)O)N)S(=O)(=O)O)S(=O)(=O)O
2. InChI: InChI=1S/C10H9NO9S3/c11-8-4-7-5(2-10(8)23(18,19)20)1-6(21(12,
13)14)3-9(7)22(15,16)17/h1-4H,11H2,(H,12,13,14)(H,15,16,17)(H,18,19,20)
3. InChIKey: GFPQSWFFPRQEHH-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 13gm/kg (13000mg/kg)   "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 1058, 1986.

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