1-Amino-2-naphthol-4-sulfonic acid

Base Information

• Chemical Name: 1-Amino-2-naphthol-4-sulfonic acid
• CAS No.: 116-63-2
• Molecular Formula: C10H9 N O4 S
• Molecular Weight: 239.252
• Hs Code.: 29222100
• European Community (EC) Number: 204-147-3
• NSC Number: 25061,4986
• UNII: W46SK3P33G
• DSSTox Substance ID: DTXSID7059434
• Nikkaji Number: J4.639F
• Wikidata: Q26840754
• Metabolomics Workbench ID: 53665
• ChEMBL ID: CHEMBL2312198
• Mol file: 116-63-2.mol

Synonyms:2-Naphthol-4-sulfonicacid, 1-amino- (3CI); 1,2,4-Acid; 1-Amino-2-hydroxy-4-naphthalenesulfonic acid;1-Amino-2-hydroxy-4-sulfonaphthalene; 1-Amino-2-naphthol-4-sulfonate;1-Amino-2-naphthol-4-sulfonic acid; 1-Amino-2-naphthol-4-sulphonic acid;1-Amino-4-sulfo-2-naphthol; 2-Hydroxy-4-sulfo-1-naphthylamine;3-Hydroxy-4-amino-1-naphthalenesulfonic acid; 4-Amino-3-hydroxy-1-naphthalenesulfonicacid; 4-Amino-3-naphthol-1-sulfonic acid; NSC 25061; NSC 4986

Chemical Property of 1-Amino-2-naphthol-4-sulfonic acid

Chemical Property:

• Appearance/Colour: Pinkish white to grey crystalline powder
• Melting Point: 295 ºC
• Refractive Index: 1.6500 (estimate)
• Boiling Point: °Cat760mmHg
• PKA: -0.49±0.40(Predicted)
• Flash Point: °C
• PSA: 109.00000
• Density: 1.627 g/cm³
• LogP: 3.03630
• Storage Temp.: Store below +30°C.
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 239.02522894
• Heavy Atom Count: 16
• Complexity: 350

Purity/Quality:

1-Amino-2-naphthol-4-sulfonic Acid ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Naphthylamines
• Canonical SMILES: C1=CC=C2C(=C1)C(=CC(=C2N)O)S(=O)(=O)O
• Uses: 1-Amino-2-naphthol-4-sulfonic acid can be used in determination of phosphate. 4-Amino-3-hydroxy-1-naphthalenesulfonic acid is used as mordant dyes and acid dyes intermediate.

Technology Process of 1-Amino-2-naphthol-4-sulfonic acid

There total 29 articles about 1-Amino-2-naphthol-4-sulfonic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.9%

1-Nitroso-2-naphthol (131-91-9) → 1-amino-2-naphthol-4-sulfonic acid (116-63-2)

Guidance literature:

1-Nitroso-2-naphthol; With iron(III) chloride; pyrographite; sodium hydroxide; In water; at 60 - 65 ℃; for 0.75h; Large scale;

With hydrazine hydrate; In water; for 6h; Large scale;

With sulfuric acid; sodium sulfite; In water; at 60 - 65 ℃; for 12h; pH=7 - 8; Concentration; Reagent/catalyst; Large scale;

Reference yield: 40.0%

sodium sulfide (1313-82-2) + bis(4-amino-3-hydroxonaphthalene-1-sulphonic acid)copper + nitrogen(II) oxide (10102-43-9) → 1-amino-2-naphthol-4-sulfonic acid (116-63-2) + C10H8N2O2 + copper(II) sulfide

Guidance literature:

bis(4-amino-3-hydroxonaphthalene-1-sulphonic acid)copper; nitrogen(II) oxide; In methanol; at 20 ℃; for 4h;

With air; In methanol; at 20 ℃; for 2h;

sodium sulfide; In methanol; water;

DOI:10.1039/c4dt02689f

Reference yield:

sodium metabisulfite + 1-hydroxylimino-2-tetralone-4-sulfonic acid (86771-68-8) + β-naphthol (135-19-3) → 1-amino-2-naphthol-4-sulfonic acid (116-63-2)

Guidance literature:

With sulfuric acid; In water;

upstream raw materials:

4-amino-1-naphthalenesufonic acid

3-chloro-[1,2]naphthoquinone 1-oxime

[1,2]naphthoquinone-1-chlorimin

1-amino-naphthalene

Downstream raw materials:

2-(4-chloro-phenyl)-naphtho[1,2-d]oxazole-5-sulfonic acid

2-(4-bromo-phenyl)-naphtho[1,2-d]oxazole-5-sulfonic acid

2-benzeneazo-1-naphthol-4-sulfonic acid

2-hydroxy-4-sulfo-naphthalene-1-diazonium-betaine

Refernces

• 1、 Bamann et al.. "-". . p. 570,573. Retrieved 1954.
• 2、 -. "1-nitroso-2-naphthol hydrazine hydrate reduction method". Paragraph 0015. . Retrieved 2016/12/26.
• 3、 -. "Unsymmetrical 1:2-chromium complexes containing an azo compound and an azomethine compound". . . Retrieved 2008/06/13.