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Sigma-Aldrich

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

90%

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About This Item

Linear Formula:
H2NC10H5(OH)SO3H · H2O
CAS Number:
Molecular Weight:
257.26
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)

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