Product Name

  • Name

    1-Naphthylamine-7-sulfonic acid

  • EINECS 204-311-4
  • CAS No. 119-28-8
  • Article Data14
  • CAS DataBase
  • Density 1.502 g/cm3
  • Solubility
  • Melting Point ≥300 °C(lit.)
  • Formula C10H9NO3S
  • Boiling Point 220°C (rough estimate)
  • Molecular Weight 223.252
  • Flash Point
  • Transport Information UN 2585 8/PG 3
  • Appearance
  • Safety 26-36/37/39-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 119-28-8 (1-Naphthylamine-7-sulfonic acid)
  • Hazard Symbols CorrosiveC
  • Synonyms 1,7-Cleve'sacid;1-Amino-7-naphthalenesulfonic acid;1-Amino-7-sulfonaphthalene;8-Amino-2-naphthalenesulfonic acid;C.I.26135;Cleve's q-acid;NSC 4983;NSC 71784;8-Naphthylamine-2-sulfonic acid;2-naphthalenesulfonic acid, 8-amino-;8-aminonaphthalene-2-sulfonic acid;
  • PSA 88.77000
  • LogP 3.33070

Synthetic route

naphthalene-2-sulfonate
120-18-3

naphthalene-2-sulfonate

A

5-aminonaphthalene-2-sulfonic acid
119-79-9

5-aminonaphthalene-2-sulfonic acid

B

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid at 25℃; anschl. bei 10grad, Reduzieren des erhaltenen Gemisches mit Eisen und sehr verd. Salzsaeure;
With sulfuric acid; nitric acid at 25℃; dann bei 10grad, Reduzieren des erhaltenen Gemisches mit Eisen und sehr verd. Salzsaeure;
Stage #1: naphthalene-2-sulfonate With sulfuric acid at 120℃; for 0.666667h;
Stage #2: With nitric acid at 33 - 35℃; for 20h; Reagent/catalyst; Overall yield = 86 percent; Overall yield = 75 g; Further stages;
1-nitro-7-naphthalenesulfonic acid
18425-74-6

1-nitro-7-naphthalenesulfonic acid

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

Conditions
ConditionsYield
With ammonium sulfide
With iron; acetic acid
8-hydroxy-naphthalene-2-sulfonic acid
20191-62-2

8-hydroxy-naphthalene-2-sulfonic acid

sodium disulfite

sodium disulfite

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

Conditions
ConditionsYield
Reaktion des Natriumsalzes; Erhitzen des Reaktionsprodukts mit Ammoniak unter Druck auf 100-110grad, dann beim Ansaeuern;
sulfuric acid
7664-93-9

sulfuric acid

1-amino-naphthalene-2,7-disulfonic acid
486-54-4

1-amino-naphthalene-2,7-disulfonic acid

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

1-amino-naphthalene-2,7-disulfonic acid
486-54-4

1-amino-naphthalene-2,7-disulfonic acid

water
7732-18-5

water

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

Conditions
ConditionsYield
unter Druck;
1-nitro-7-naphthalenesulfonic acid
18425-74-6

1-nitro-7-naphthalenesulfonic acid

ammonium sulfide

ammonium sulfide

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-hydroxy-naphthalene-2-sulfonic acid
20191-62-2

8-hydroxy-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
Stage #1: 8-amino-2-naphthalenesulfonic acid With water; sodium hydrogensulfite for 15h; Reflux; Inert atmosphere;
Stage #2: With sodium hydroxide In water for 4h; Reflux;
Stage #3: With hydrogenchloride In water
95%
With sodium disulfite man kocht und macht alkalisch;
With sodium hydroxide at 260℃;
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

3,4-dichlorobenzoyl chloride
3024-72-4

3,4-dichlorobenzoyl chloride

8-(3,4-dichlorobenzamido)naphthalene-2-sulfonic acid
1415094-32-4

8-(3,4-dichlorobenzamido)naphthalene-2-sulfonic acid

Conditions
ConditionsYield
With pyridine at 20℃; for 12h; Inert atmosphere;91%
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

4-nitro-aniline
100-01-6

4-nitro-aniline

8-amino-5-(4-nitro-phenylazo)-2-naphthalenesulfonic acid

8-amino-5-(4-nitro-phenylazo)-2-naphthalenesulfonic acid

Conditions
ConditionsYield
Stage #1: 4-nitro-aniline With hydrogenchloride; sodium nitrite In water at 0℃; for 0.333333h;
Stage #2: 8-amino-2-naphthalenesulfonic acid In methanol; water at 20℃; for 0.5h;
90%
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-amino-5,8'-azo-bis-naphthalene-2-sulphonic acid

8-amino-5,8'-azo-bis-naphthalene-2-sulphonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite at 55℃; for 0.5h; pH=2;87%
With ethanol; nitrate radical
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-chloro-naphthalene-2-sulfonic acid
42849-62-7

8-chloro-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
Stage #1: 8-amino-2-naphthalenesulfonic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 1h; Inert atmosphere;
Stage #2: With hydrogenchloride; copper(l) chloride In water at 0 - 20℃; for 13h; Inert atmosphere;
65%
durch Austausch von NH2 gegen Chlor;
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

phenylhydrazine
100-63-0

phenylhydrazine

sodium 1-phenylazonaphthalene-7-sulfonate

sodium 1-phenylazonaphthalene-7-sulfonate

Conditions
ConditionsYield
With sodium hydrogencarbonate at 140 - 150℃; for 24h;43%
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

poly(5-aminonaphthalene-2-sulphonic acid)

poly(5-aminonaphthalene-2-sulphonic acid)

Conditions
ConditionsYield
With sodium hydroxide; sodium persulfate In water at 20℃; for 16h; oxidative polymerization;31%
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

benzene-1,3-dicarbonyl dichloride
99-63-8

benzene-1,3-dicarbonyl dichloride

disodium 8,8'-[1,3-phenylenebis(carbonylimino)]bis(2-naphthalenesulfonate)

disodium 8,8'-[1,3-phenylenebis(carbonylimino)]bis(2-naphthalenesulfonate)

Conditions
ConditionsYield
With sodium carbonate In chloroform; water at 25℃; for 18h;28%
benzenediazonium
2684-02-8

benzenediazonium

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-amino-5-phenylazo-naphthalene-2-sulfonic acid
68121-31-3

8-amino-5-phenylazo-naphthalene-2-sulfonic acid

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

benzene diazonium chloride
100-34-5

benzene diazonium chloride

5,8-diamino-naphthalene-2-sulfonic acid
6357-90-0

5,8-diamino-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
With sodium acetate Reduzieren mit Zinn(II)-chlorid und Salzsaeure;
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

3-carboxylato-4-hydroxybenzenediazonium
68596-89-4

3-carboxylato-4-hydroxybenzenediazonium

2-hydroxy-5-[4-(2-hydroxy-3-phenylcarbamoyl-[1]naphthylazo)-6-sulfo-[1]naphthylazo]-benzoic acid

2-hydroxy-5-[4-(2-hydroxy-3-phenylcarbamoyl-[1]naphthylazo)-6-sulfo-[1]naphthylazo]-benzoic acid

Conditions
ConditionsYield
diazotiert wieder und kuppelt mit 3-Oxy-naphthoesaeure-(2)-anilid in sodaalkalischer Loesung;
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

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

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

A

1,7-Dihydroxynaphthalene
575-38-2

1,7-Dihydroxynaphthalene

B

8-amino-2-naphthol
118-46-7

8-amino-2-naphthol

C

8-hydroxy-naphthalene-2-sulfonic acid
20191-62-2

8-hydroxy-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
at 260℃; unter Druck;
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

benzo[h]quinolin-9-ol
57442-06-5

benzo[h]quinolin-9-ol

Conditions
ConditionsYield
ueber Benzo<h>chinolin-9-sulfonsaeure;
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-amino-2-naphthol
118-46-7

8-amino-2-naphthol

Conditions
ConditionsYield
With sodium hydroxide; water at 250 - 260℃;
With sodium hydroxide; water
With sodium hydroxide at 280 - 320℃; for 10h; Autoclave;
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid
483-84-1

8-hydroxy-5,7-dinitro-2-naphthalenesulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; sodium nitrite Diazotization.und Behandeln des Reaktionsprodukts mit Salpetersaeure;
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

1-aminonaphthalene-2,4,7-trisulphonic acid
61986-93-4

1-aminonaphthalene-2,4,7-trisulphonic acid

Conditions
ConditionsYield
With sulfuric acid
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

7-sulfo-[1]naphthoic acid
861511-44-6

7-sulfo-[1]naphthoic acid

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-amino-5,7-dibromo-naphthalene-2-sulfonic acid

8-amino-5,7-dibromo-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
With hydrogenchloride; bromine
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-amino-5-nitro-naphthalene-2-sulfonic acid
6357-78-4

8-amino-5-nitro-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
With sulfuric acid; nitric acid
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-ethanesulfonyl-naphthalene-2-sulfonic acid amide
105905-81-5

8-ethanesulfonyl-naphthalene-2-sulfonic acid amide

Conditions
ConditionsYield
ueber 8-Aethylmercapto-naphthalin-2-sulfonsaeure-amid;
Multi-step reaction with 4 steps
1.1: potassium hydroxide; sulfuric acid; potassium nitrite / water / 0.75 h / 0 - 20 °C / Inert atmosphere
1.2: 3.08 h / 20 °C / Heating; Inert atmosphere
2.1: trichlorophosphate / 2 h / Reflux; Inert atmosphere
2.2: 20 °C / Cooling with ice; Inert atmosphere
3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 24 h / 50 - 125 °C / Inert atmosphere
4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Inert atmosphere
View Scheme
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

8-amino-5-nitroso-naphthalene-2-sulfonic acid

8-amino-5-nitroso-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

7-sulfo-naphthalene-1-diazonium-betaine

7-sulfo-naphthalene-1-diazonium-betaine

Conditions
ConditionsYield
With ethanol; nitrate radical
With sulfuric acid; sodium nitrite at 0℃; Kinetik der Bildung;
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

acetic anhydride
108-24-7

acetic anhydride

8-acetylamino-naphthalene-2-sulfonic acid
118-37-6

8-acetylamino-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
With pyridine
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

p-toluidine
106-49-0

p-toluidine

8-p-toluidino-naphthalene-2-sulfonic acid
899-76-3

8-p-toluidino-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
With p-toluidine hydrochloride at 160 - 170℃;
2-diazo-1-(4-nitrophenyl)ethanone
4203-31-0

2-diazo-1-(4-nitrophenyl)ethanone

8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

benzoyl chloride
98-88-4

benzoyl chloride

8-benzoylamino-naphthalene-2-sulfonic acid-(4-nitro-phenacyl ester)
102884-85-5

8-benzoylamino-naphthalene-2-sulfonic acid-(4-nitro-phenacyl ester)

Conditions
ConditionsYield
With copper dichloride
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

acetic acid
64-19-7

acetic acid

8-acetylamino-naphthalene-2-sulfonic acid
118-37-6

8-acetylamino-naphthalene-2-sulfonic acid

Conditions
ConditionsYield
With sodium acetate
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

aniline hydrochloride
142-04-1

aniline hydrochloride

aniline
62-53-3

aniline

8-anilino-1-naphthalenesulfonic acid
607-13-6

8-anilino-1-naphthalenesulfonic acid

Conditions
ConditionsYield
at 160 - 170℃;
8-amino-2-naphthalenesulfonic acid
119-28-8

8-amino-2-naphthalenesulfonic acid

aniline
62-53-3

aniline

8-anilino-1-naphthalenesulfonic acid
607-13-6

8-anilino-1-naphthalenesulfonic acid

Conditions
ConditionsYield
With aniline hydrochloride at 160 - 170℃;

1-Naphthylamine-7-sulfonic acid Specification

The 1-Naphthylamine-7-sulfonic acid, with the CAS registry number 119-28-8 and EINECS registry number 204-311-4, has the systematic name and IUPAC name of 8-aminonaphthalene-2-sulfonic acid. It belongs to the following product categories: Intermediates of Dyes and Pigments; Intermediates. And the molecular formula of this chemical is C10H9NO3S.

The physical properties of 1-Naphthylamine-7-sulfonic acid are as following: (1)ACD/LogP: 0.42; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.04; (4)ACD/LogD (pH 7.4): -3.08; (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: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 54.99 Å2; (13)Index of Refraction: 1.713; (14)Molar Refractivity: 58.27 cm3; (15)Molar Volume: 148.6 cm3; (16)Polarizability: 23.1×10-24cm3; (17)Surface Tension: 72.1 dyne/cm; (18)Density: 1.502 g/cm3.

Preparation and uses of 1-Naphthylamine-7-sulfonic acid: It can be prepared by naphthalin via sulfonation, nitration, neutralization, reduction and acid out. What's more, it is an intermediates of dyes and pigments, and it is also used in determination of nitrite formation from nitrate by bacteria.

You should be cautious while dealing with this chemical. It may cause burns. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: O=S(=O)(O)c1cc2c(cc1)cccc2N
(2)InChI: InChI=1/C10H9NO3S/c11-10-3-1-2-7-4-5-8(6-9(7)10)15(12,13)14/h1-6H,11H2,(H,12,13,14)
(3)InChIKey: QEZZCWMQXHXAFG-UHFFFAOYAH

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