118-33-2

Basic information

• Product Name: 2-Naphthylamine-5,7-disulfonic acid
• Synonyms: 2-naftylamin-5,7-disulfonansodny;2-Naphthylamine-5,7-disulfonicaacid;6-amino-1,3-naphthalenedisulfonic;6-amino-3-naphthalenedisulfonicacid;6-aminonaphthalene-1,3-disulphonicacid;6-amino-naphthalene-3-disulfonicacid;amino-iacid;kyselinaamino-i
• CAS NO: 118-33-2
• Molecular Formula: C₁₀H₉NO₆S₂
• Molecular Weight: 303.31
• EINECS: 204-246-1
• Product Categories: Intermediates of Dyes and Pigments;Anilines, Aromatic Amines and Nitro Compounds;Organic acids
• Mol File: 118-33-2.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 568.34℃[at 101 325 Pa]
• Appearance: /
• Density: 1.77 g/cm³
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: 1.733
• PKA: -0.91±0.40(Predicted)
• Water Solubility: 229g/L at 15℃
• CAS DataBase Reference: 2-Naphthylamine-5,7-disulfonic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Naphthylamine-5,7-disulfonic acid(118-33-2)
• EPA Substance Registry System: 2-Naphthylamine-5,7-disulfonic acid(118-33-2)

Safety Data

• RIDADR: 1759
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 118-33-2(Hazardous Substances Data)

Usage

Flammability and Explosibility

Notclassified

InChI:InChI=1/C10H9NO6S2/c11-7-1-2-9-6(3-7)4-8(18(12,13)14)5-10(9)19(15,16)17/h1-5H,11H2,(H,12,13,14)(H,15,16,17)

Synthetic route

6-aminonaphthalene-1-sulfonic acid (81-05-0) → 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + 2-amino-1,5-naphthalenedisulfonic acid (117-62-4)

Conditions	Yield
With sulfuric acid at 20℃;
With sulfuric acid

2-Aminonaphthalene-1,5,7-trisulfonic acid (55524-84-0) → 6-amino-naphthalene-1,3-disulfonic acid (118-33-2)

Conditions	Yield
With mineral acid

sulfuric acid (7664-93-9) + 7-aminonaphthalene-2-sulfonic acid (494-44-0) → 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + 6-amino-1,4-naphthalene disulfonic acid (78887-55-5) + 2-Aminonaphthalene-1,7-disulfonic acid (46968-48-3)

naphthalen-2-ylamine (91-59-8) + oleum → 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + 2-aminonaphthalene-6,8-disulfonate (86-65-7)

Conditions	Yield
at 50 - 85℃; Eingiessen in Eiswasser, Filtrieren und Erhitzen des Filtrats zum Sieden;
Giessen in Eiswasser;

7-aminonaphthalene-2-sulfonic acid (494-44-0) → 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + naphthylamine-(2)-disulfonic acid-(1.7); naphthylamine-(2)-disulfonic acid-(4.7)

Conditions	Yield
With sulfuric acid

2-Aminonaphthalene-1,5,7-trisulfonic acid (55524-84-0) + diluted mineral acid → 6-amino-naphthalene-1,3-disulfonic acid (118-33-2)

sulfuric acid (7664-93-9) + 6-aminonaphthalene-1-sulfonic acid (81-05-0) → 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + 2-amino-1,5-naphthalenedisulfonic acid (117-62-4)

2-aminonaphthalenesulfonic acid (81-16-3) → 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + 2-aminonaphthalene-6,8-disulfonate (86-65-7)

Conditions	Yield
With sulfuric acid; sulfur trioxide In water	A n/a B 9.5 %.

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → sodium 6-iodonaphthalene-1,3-disulfonate

Conditions	Yield
Stage #1: 6-amino-naphthalene-1,3-disulfonic acid With hydrogenchloride; sodium nitrite In water at 0 - 5℃; Stage #2: With hydrogenchloride; sodium iodide In water at 0 - 50℃;	33%

phosgene (75-44-5) + 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → 6,6'-ureylene-bis-naphthalene-1,3-disulfonic acid (104954-42-9)

Conditions	Yield
With sodium carbonate

p-nitrobenzenediazonium (14368-49-1) + 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → 2-(4-aminophenyl)-2H-naphtho[1,2-d][1,2,3]triazole-6,8-disulfonic acid (63251-40-1)

4-diazobenzenesulfonic acid (305-80-6) + 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → 5,6-diamino-naphthalene-1,3-disulfonic acid (73692-57-6)

Conditions	Yield
Reduktion der entstandenen Azoverbindung mit Zinnchloruer und Salzsaeure;

Diphenyl-4,4'-bis-diazonium (5957-03-9) + 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → 2H,2'H-2,2'-biphenyl-4,4'-diyl-bis-naphtho[1,2-d][1,2,3]triazole-6,8-disulfonic acid (121499-90-9)

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → 6-hydroxy-naphthalene-1,3-disulfonic acid (575-05-3)

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → 7-aminonaphthalene-2-sulfonic acid (494-44-0)

Conditions	Yield
With sodium amalgam

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → 1-hydroxy-6-amino-3-naphthalenesulfonic acid (87-02-5)

Conditions	Yield
durch Alkalischmelze;
With alkali at 180℃;

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → naphthalene-1,3-disulfonic acid (6094-26-4)

Conditions	Yield
durch Austausch von NH2 gegen Wasserstoff;

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → 2-Aminonaphthalene-1,5,7-trisulfonic acid (55524-84-0)

Conditions	Yield
With sulfuric acid

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) → 6-chloro-naphthalene-1,3-disulfonic acid (102879-08-3)

Conditions	Yield
durch Ersatz von NH2 durch Cl nach dem SANDMEYERschen Verfahren;

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + aniline (62-53-3) → 2-phenylamino-5-hydroxynaphthalene-7-sulphonic acid (119-40-4)

Conditions	Yield
With aniline hydrochloride man macht mit Soda alkalisch, dampft ein und erhitzt mit Kalilauge auf 210-220grad;

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + p-toluenesulfonyl chloride (98-59-9) → 6-(toluene-4-sulfonylamino)-naphthalene-1,3-disulfonic acid

Conditions	Yield
With sodium acetate

Diphenyl-4,4'-bis-diazonium (5957-03-9) + 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + Bronner acid (93-00-5) → 2-[4'-(7-sulfo-naphtho[1,2-d][1,2,3]triazol-2-yl)-biphenyl-4-yl]-2H-naphtho[1,2-d][1,2,3]triazole-6,8-disulfonic acid

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + p-acetylaminobenzenesulfonyl chloride (121-60-8) → 6-sulfanilylamino-naphthalene-1,3-disulfonic acid

Conditions	Yield
With sodium hydroxide Erwaermen des Reaktionsprodukts mit wss. Salzsaeure;

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + m-nitrobenzoic acid chloride (121-90-4) → 6-(3-nitro-benzoylamino)-naphthalene-1,3-disulfonic acid (157872-01-0)

Conditions	Yield
With alkali

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + diazotized 4'-chloro-biphenyl-4-ylamine → 2-(4'-chloro-biphenyl-4-yl)-2H-naphtho[1,2-d][1,2,3]triazole-6,8-disulfonic acid

Conditions	Yield
With pyridine und anschliessenden Erwaermen mit wss.CuSO4;

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + diazotized 2-<3-amino-phenyl>--disulfonic acid-(5',7') → 6-hydroxy-2-[3-(6-hydroxy-8-sulfo-1(3)H-naphth[1,2-d]imidazol-2-yl)-phenyl]-2H-naphtho[1,2-d][1,2,3]triazole-8-sulfonic acid

Conditions	Yield
und oxydiert die Azoverbindung und verschmilzt die erhaltene Tetrasulfonsaeure mit Alkali;

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + diazotized 2-<4-amino-phenyl>-2H-naphtho<1,2-d><1,2,3>triazole-6,8-disulfonic acid → 2H,2'H-2,2'-p-phenylene-bis-naphtho[1,2-d][1,2,3]triazole-6,8-disulfonic acid

Conditions	Yield
und anschliessenden Erhitzen mit wss. NaClO;

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + sodium amalgam → 7-aminonaphthalene-2-sulfonic acid (494-44-0)

6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + alkali → 1-hydroxy-6-amino-3-naphthalenesulfonic acid (87-02-5)

Conditions	Yield
at 160 - 180℃;

phosgene (75-44-5) + 6-amino-naphthalene-1,3-disulfonic acid (118-33-2) + natrium carbonate → 6,6'-ureylene-bis-naphthalene-1,3-disulfonic acid (104954-42-9)

Upstream product

• 81-05-0 6-aminonaphthalene-1-sulfonic acid 
• 81-16-3 2-aminonaphthalenesulfonic acid 
• 7664-93-9 sulfuric acid 
• 55524-84-0 2-Aminonaphthalene-1,5,7-trisulfonic acid 
• 494-44-0 7-aminonaphthalene-2-sulfonic acid 
• 91-59-8 naphthalen-2-ylamine 

Downstream Products

• 73692-57-6 5,6-diamino-naphthalene-1,3-disulfonic acid 
• 960293-54-3 C₂₅H₂₃N₅O₇S₂ 
• 157872-04-3 6-[3-(3-nitro-benzoylamino)-benzoylamino]-naphthalene-1,3-disulfonic acid 

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