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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:
119-28-8
Molecular Weight:
223.25
Beilstein:
2115629
EC Number:
204-311-4
MDL number:
MFCD00004032
UNSPSC Code:
12352100
PubChem Substance ID:
57653887
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H315

Hazard Classifications

Skin Irrit. 2

WGK

WGK 2

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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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)
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)
Development of water-soluble far-red fluorogenic dyes for enzyme sensing
Ho Nan-hui, et al.
Tetrahedron, 62(4), 578-585 (2006)
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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