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Merck

56413

Sigma-Aldrich

2-Pyridinol-1-oxid

≥98.0% (N)

Synonym(e):

1-Hydroxy-2-pyridon, 2-Hydroxy-pyridin-1-oxid

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About This Item

Empirische Formel (Hill-System):
C5H5NO2
CAS-Nummer:
Molekulargewicht:
111.10
Beilstein:
1422545
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352005
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

≥98.0% (N)

Form

solid

mp (Schmelzpunkt)

147-152 °C

SMILES String

Oc1cccc[n+]1[O-]

InChI

1S/C5H5NO2/c7-5-3-1-2-4-6(5)8/h1-4,7H

InChIKey

JVHZMYAXZUIZKS-UHFFFAOYSA-N

Allgemeine Beschreibung

2-Pyridinol 1-oxide (HOPO) is a peptide coupling agent used as a subsititue for HOBt. It can form stable chelate complexes with transition metal ions.

Anwendung

2-Pyridinol 1-oxide can be used:    
  • To fabricate gold electrodes for the electrochemical determination of europium using cyclic voltammetry.        
  • To prepare polymeric nickel (II) complex of 2-hydroxypyridine-N-oxide.
  • In the synthesis of 1-methoxypyrid-4-one in the presence of sodium methoxide and methyl toluene-9-sulphonate.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

212.0 °F - closed cup

Flammpunkt (°C)

100 °C - closed cup

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Structure and Behavior of Organic Analytical Reagents. Formation Constants of Transition Metal Complexes of 2-Hydroxypyridine-1-Oxide and 2-Mercaptopyridine-1-Oxide.
Sun PJ, et al.
Analytical Chemistry, 36(13), 2485-2488 (1964)
Laura Cruickshank et al.
Analytical sciences : the international journal of the Japan Society for Analytical Chemistry, 31(7), 623-627 (2015-07-15)
This work presents for the first time the electrochemical determination of europium using cyclic voltammetry at gold electrodes modified with 2-pyridinol-1-oxide. A well-defined oxidation peak was observed in cyclic voltammetry as a result of the oxidation of the europium at
Dong-Geon Lee et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 20(5), 752-756 (2019-01-11)
Porous carbonaceous anode materials have received considerable attention as an alternative anode material, however, there is a critical bottleneck as it suffers from a large irreversible specific capacity loss over several initial cycles owing to undesired surface reactions. In order
875. N-oxides and related compounds. Part V. The tautomerism of 2-and 4-amino-and-hydroxy-pyridine 1-oxide.
Gardne JN & Katritzky AR.
Journal of the Chemical Society, 4375-4385 (1957)
Ali Younes et al.
Metallomics : integrated biometal science, 11(2), 496-507 (2019-01-16)
Uranium is widespread in the environment, resulting both from natural occurrences and anthropogenic activities. Its toxicity is mainly chemical rather than radiological. In the blood it is transported as uranyl UO22+ cation and forms complexes with small ligands like carbonates

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