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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:
1422545
EC Number:
236-100-8
MDL number:
MFCD00006195
UNSPSC Code:
12352005
PubChem Substance ID:
57651579
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

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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.[1]

Application

2-Pyridinol 1-oxide can be used:    
  • To fabricate gold electrodes for the electrochemical determination of europium using cyclic voltammetry.[2]        
  • To prepare polymeric nickel (II) complex of 2-hydroxypyridine-N-oxide.[3]
  • In the synthesis of 1-methoxypyrid-4-one in the presence of sodium methoxide and methyl toluene-9-sulphonate.[3]

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL6684
BCCJ8581
BCCH7768
BCCH4518
BCCG7276

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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)
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
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)
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Questions

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  1. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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