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Sigma-Aldrich

2-Pyridinol 1-oxide

≥98.0% (N)

Synonym(s):

1-Hydroxy-2-pyridone, 2-Hydroxypyridine 1-oxide, HOPO

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About This Item

Empirical Formula (Hill Notation):
C5H5NO2
CAS Number:
13161-30-3
Molecular Weight:
111.10
Beilstein/REAXYS Number:
1422545
EC Number:
236-100-8
MDL number:
MFCD00006195
UNSPSC Code:
12352005
PubChem Substance ID:
57651579
NACRES:
NA.22

assay

≥98.0% (N)

form

solid

mp

147-152 °C

SMILES string

Oc1cccc[n+]1[O-]

InChI

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

InChI key

JVHZMYAXZUIZKS-UHFFFAOYSA-N

Related Categories

General description

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.

Application

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

212.0 °F - closed cup

flash_point_c

100 °C - closed cup

ppe

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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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
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)
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
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)
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
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