118-03-6

Basic information

• Product Name: 2-Amino-3,6,8-naphthalenetrisulfonic acid
• Synonyms: 2-Amino-3,6,8-naphthalenetrisulfonic acid;K-ACID;7-aminonaphthalene-1,3,6-trisulfonic acid;2-R amino acid;2-NAPHTHYLAMINE-3,6,8-TRISULFONIC ACID (AMINO K ACID);7-Amino-1,3,6-naphthalenesulfonic Acid;7-azanylnaphthalene-1,3,6-trisulfonic acid;.beta.-Naphthylamine-3,6,8-trisulfonicacid
• CAS NO: 118-03-6
• Molecular Formula: C₁₀H₉NO₉S₃
• Molecular Weight: 383.37
• EINECS: 204-229-9
• Product Categories: Intermediates of Dyes and Pigments;Organic acids
• Mol File: 118-03-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 702.53℃[at 101 325 Pa]
• Flash Point: >230°F
• Appearance: /
• Density: 1.7995 (rough estimate)
• Refractive Index: 1.6800 (estimate)
• Storage Temp.: 2-8°C
• PKA: -1.27±0.40(Predicted)
• Water Solubility: 1000g/L at 25℃
• CAS DataBase Reference: 2-Amino-3,6,8-naphthalenetrisulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-3,6,8-naphthalenetrisulfonic acid(118-03-6)
• EPA Substance Registry System: 2-Amino-3,6,8-naphthalenetrisulfonic acid(118-03-6)

Safety Data

• Hazardous Substances Data: 118-03-6(Hazardous Substances Data)

Usage

Flammability and Explosibility

Notclassified

InChI:InChI=1/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)

Synthetic route

1-nitronaphthalene-3,6,8-trisulfonic acid → 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6)

Conditions	Yield
With sulfuric acid at 50℃; for 6.89h; electrochemical reduction;	98.1%

7-hydroxy-naphthalene-1,3,6-trisulfonic acid (6259-66-1) → 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6)

Conditions	Yield
With ammonia

7-sulfoamino-naphthalene-1,3-disulfonic acid → 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6)

Conditions	Yield
With sulfuric acid at 120 - 130℃;

8-nitronaphthalene-1,3,6-trisulphonic acid (38267-31-1) → 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6)

Conditions	Yield
With ammonia unter Druck;

7-hydroxy-naphthalene-1,3,6-trisulfonic acid (6259-66-1) + ammonia (7664-41-7) → 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6)

sulfuric acid (7664-93-9) + 7-sulfoamino-naphthalene-1,3-disulfonic acid → 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6)

Conditions	Yield
at 120 - 130℃;

8-nitronaphthalene-1,3,6-trisulphonic acid (38267-31-1) + ammonia (7664-41-7) → 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6)

Conditions	Yield
at 100℃; unter Druck;

β-naphthol (135-19-3) → 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6)

Conditions	Yield
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) → 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6)

Conditions	Yield
With sulfuric acid at 130℃; Temperature; Inert atmosphere;	195.3 g

1,3,5-trichloro-2,4,6-triazine (108-77-0) + 1-amino-3-ureidobenzene (25711-72-2) + 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) → C20H14Cl2N8O7S3

Conditions	Yield
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%

7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) + Cresidine (120-71-8) → C18H17N3O10S3 (101309-08-4)

Conditions	Yield
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) → 2-amino-8-hydroxy-naphthalene-3,6-disulphonic acid (90-40-4)

Conditions	Yield
With alkali at 220 - 260℃;

7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) → naphthalene-1,3,6,7-tetrasulfonic acid

Conditions	Yield
durch folgeweise Diazotierung, Behandlung mit xanthogensaurem Kalium, Verseifung und Oxydation mittels KMnO4;

7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) → 3,6,8-trisulfo-naphthalene-2-diazonium-betaine

Conditions	Yield
Diazotization;

4-(2-Iodo-ethyl)-naphthalen-1-ol (38661-32-4) + 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) → 7-[1-Hydroxy-4-(2-iodo-ethyl)-naphthalen-2-ylazo]-naphthalene-1,3,6-trisulfonic acid (41017-52-1)

Conditions	Yield
(i) NaNO2, aq. HCl, (ii) /BRN= 2364430/, aq. NaOH; Multistep reaction;

7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) + alkali → 2-amino-8-hydroxy-naphthalene-3,6-disulphonic acid (90-40-4)

Conditions	Yield
at 220 - 260℃;

7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) + alkali → 7-amino-1.3-or 1.6-dioxy-naphthalene-sulfonic acid-(6 or 3)

7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) → 8-hydroxy-3,6-disulfo-naphthalene-2-diazonium-betaine (34043-07-7)

Conditions	Yield
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) → C10H7N2O9S3(1+)*Cl(1-) (1426257-63-7)

3-amino-4-methoxyacetanilide (6375-47-9) + 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) + 8-anilino-1-naphthalenesulfonate (82-75-7) → C29H24N6O14S4 (939374-04-6)

Conditions	Yield
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;

7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) + m-acetamide aniline (102-28-3) → 2-(4-amino-2-acetylaminophenylazo)-3,6,8-naphthalenetrisulfonic acid (93679-74-4)

Conditions	Yield
Stage #1: 7-aminonaphthalene-1,3,6-trisulfonic acid Stage #2: m-acetamide aniline

1-amino-3-ureidobenzene (25711-72-2) + 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) → C17H15N5O10S3 (28566-82-7)

Conditions	Yield
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) → C26H25N5O11S3 (101309-09-5)

Conditions	Yield
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) → C45H38N10O17S5

Conditions	Yield
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) + 7-aminonaphthalene-1,3,6-trisulfonic acid (118-03-6) → C19H18N4O11S3 (108094-73-1)

Conditions	Yield
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) → C29H24N6O14S4 (939374-04-6)

Conditions	Yield
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) → C32H23Cl2N9O14S4 (1025062-43-4)

Conditions	Yield
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) → C32H25ClN10O14S4

Conditions	Yield
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) → C38H30N11O16S4(1+) (1403244-25-6)

Conditions	Yield
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) → C39H31ClN10O14S4

Conditions	Yield
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

Upstream product

• 86-65-7 2-aminonaphthalene-6,8-disulfonate 
• 135-19-3 β-naphthol 
• 38267-31-1 8-nitronaphthalene-1,3,6-trisulphonic acid 
• 7664-41-7 ammonia 
• 7664-93-9 sulfuric acid 
• 6259-66-1 7-hydroxy-naphthalene-1,3,6-trisulfonic acid 

Downstream Products

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

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