56413
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:
Molecular Weight:
111.10
Beilstein:
1422545
EC Number:
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
212.0 °F - closed cup
Flash Point(C)
100 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
Synthesis, crystal structure and comparative DFT studies of a 1D Ni (II) polymeric complex of 2-Hydroxypyridine-N-oxide
Makhyoun MA, et al.
Journal of Chemical Crystallography, 46(6-7), 269-279 (2016)
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
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