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101036

Sigma-Aldrich

1-(2-Pyridylazo)-2-naphthol

indicator grade

Synonym(s):

PAN

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About This Item

Empirical Formula (Hill Notation):
C15H11N3O
CAS Number:
85-85-8
Molecular Weight:
249.27
Beilstein:
206390
EC Number:
201-637-9
MDL number:
MFCD00004071
UNSPSC Code:
12171500
PubChem Substance ID:
24846530
NACRES:
NA.47

grade

indicator grade

Quality Level

200

form

solid

technique(s)

titration: suitable

color

green to red, upon chelation with metal
 orange-red, as an amorphous solid
 yellow, when dissolved in organic solvent

mp

138-141 °C ((280 - 286 °F) - lit)
138-141 °C (lit.)

ε (extinction coefficient)

≥15000 at 462-468 nm in methanol at 0.01 g/L
>35,000 at 222-228 nm in methanol at 0.01 g/L
>9,000 at 300-306 nm in methanol at 0.01 g/L

suitability

suitable for (Suitable For Use as an Indicator in EDTA Titrations)

SMILES string

Oc1ccc2ccccc2c1\N=N\c3ccccn3

InChI

1S/C15H11N3O/c19-13-9-8-11-5-1-2-6-12(11)15(13)18-17-14-7-3-4-10-16-14/h1-10,19H/b18-17+

InChI key

LLYOXZQVOKALCD-ISLYRVAYSA-N

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General description

1-(2-Pyridylazo)-2-naphthol (PAN) is an orange-colored dye. It can form chelates with metal ions, which makes it a valuable indicator in complexometric titrations.

Application

1-(2-Pyridylazo)-2-naphthol is commonly used as an acid-base indicator. It is also suitable as a spectrophotometric reagent, which can extract metal chelates into an organic solvent.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Microchemical Journal, Devoted to the Application of Microtechniques in All Branches of Science, 40, 94-94 (1989)
Solvent extraction and spectrophotometric determination of metals with 1-(2-pyridylazo)-2-naphthol.
Shibata S.
Analytica Chimica Acta, 25(1), 348-359 (1961)
Fresenius Journal of Analytical Chemistry, 329, 750-750 (1988)
Spectrophotometric Investigation of Analytical Reagent 1-(2-Pyridylazo)-2-naphthol and Its Copper Chelate.
Pease BF and Williams MB.
Analytical Chemistry, 31(6), 1044-1047 (1959)
1-(2-Pyridylazo)-2-naphthol as possible analytical reagent.
Cheng KL and Bray RH.
Analytical Chemistry, 27(5), 782-785 (1955)
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