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290793

6-Amino-4-hydroxy-2-naphthalenesulfonic acid monohydrate

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About This Item

Linear Formula:
H2NC10H5(OH)SO3H · H2O
CAS Number:
139123-65-2
Molecular Weight:
257.26
UNSPSC Code:
12352100
PubChem Substance ID:
24857487
EC Number:
202-000-8
MDL number:
MFCD00149252
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assay

90%

SMILES string

O.Nc1ccc2cc(cc(O)c2c1)S(O)(=O)=O

InChI

1S/C10H9NO4S.H2O/c11-7-2-1-6-3-8(16(13,14)15)5-10(12)9(6)4-7;/h1-5,12H,11H2,(H,13,14,15);1H2

InChI key

UDDZFUCCXGYYGP-UHFFFAOYSA-N

General description

6-Amino-4-hydroxy-2-naphthalenesulfonic acid undergoes azo coupling reaction with 3-trifluoromethyl- and 4-nitrobenzenediazonium ion in relative highly concentrated aqueous alkaline solutions to give ratios of aminoazo to hydroxyazo compounds.

Application

6-Amino-4-hydroxy-2-naphthalenesulfonic acid has been used in the synthesis of:
  • aminoazo and hydroxyazo dyes
  • water dispersible graphene

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
14616EW
02911KV
11326TQ
06527KF
03922EY

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Chemichromic azodye from 2, 4-dinitrobenzenediazonium< i> o</i>-benzenedisulfonimide and ?-acid for monitoring blood parameters: structural study and synthesis optimisation.
Viscardi G, et al.
Dyes and Pigments, 54(2), 131-140 (2002)
Milan Jana et al.
Physical chemistry chemical physics : PCCP, 16(16), 7618-7626 (2014-03-20)
A simple and effective method using 6-amino-4-hydroxy-2-naphthalenesulfonic acid (ANS) for the synthesis of water dispersible graphene has been described. Ultraviolet-visible (UV-vis) spectroscopy reveals that ANS-modified reduced graphene oxide (ANS-rGO) obeys Beers law at moderate concentrations. Fourier transform infrared and X-ray
Mechanism of Azo Coupling Reactions XXXIII. pH-dependence and micromixing effects on the product distribution of couplings with 6-amino-4-hydroxy-2-naphthalenesulfonic acid. Evidence for N-coupling of a naphthylamine derivative.
Kaminski R, et al.
Helvetica Chimica Acta, 66(7), 2002-2017 (1983)