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A7782

Sigma-Aldrich

8-Amino-2-naphthalenesulfonic acid

≥97%

Synonym(s):

1-Naphthylamine-7-sulfonic acid, Cleves acid-1,7

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About This Item

Linear Formula:
H2NC10H6SO3H
CAS Number:
Molecular Weight:
223.25
Beilstein/REAXYS Number:
2115629
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥97%

form

powder

mp

≥300 °C (lit.)

SMILES string

Nc1cccc2ccc(cc12)S(O)(=O)=O

InChI

1S/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)

InChI key

QEZZCWMQXHXAFG-UHFFFAOYSA-N

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Application

8-Amino-2-naphthalenesulfonic acid can be used as a reactant to synthesize:
  • Fe3O4/sulfonated polyaniline composite material via chemical oxidative polymerization with aniline in the presence of magnetite (Fe3O4) nanoparticles.
  • Prismatic crystals of strychnine-8-ammonio-2-naphthalenesulfonate-water by heating with strychnine in water/ethanol solvent mixture.
  • 5-amino-9-dialkylamino benzo[a]phenoxazine dyes (Nile blue analogs) by condensation with N-alkyl or N-sulfo-propyl 4-arylazo-substituted 3-hydroxyaniline.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Skin Irrit. 2

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


Certificates of Analysis (COA)

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Strychnine-8-ammonio-2-naphthalenesulfonate-water (1/1/3.5): The first structure of a strychnine or brucine compound with a zwitterionic species
Smith G, et al.
Journal of Chemical Crystallography, 36(12), 805-811 (2006)
Development of water-soluble far-red fluorogenic dyes for enzyme sensing
Ho Nan-hui, et al.
Tetrahedron, 62(4), 578-585 (2006)
Synthesis and properties of magnetite/poly (aniline-co-8-amino-2-naphthalenesulfonic acid)(SPAN) nanocomposites
Reddy KR, et al.
Polymers For Advanced Technologies, 18(1), 38-43 (2007)
A S Rodrigues et al.
Chemosphere, 205, 433-442 (2018-05-01)
The electrodegradation of the 4-aminonaphthalene-1-sulfonic acid (4AN1S), 5-aminonaphthalene-2-sulfonic acid (5AN2S) and 8-aminonaphthalene-2-sulfonic acid (8AN2S) was studied, using two electrode materials as anode, BDD and Ti/Pt/PbO2, and two different electrolytes, sodium sulfate and sodium chloride. The highest COD removal rates were

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