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Merck

19386

Supelco

6-Hydroxypyridine-3-carboxylic acid

PESTANAL®, analytical standard

Sinónimos:

2-Hydroxy-5-pyridinecarboxylic acid, 6-Hydroxynicotinic acid

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About This Item

Fórmula empírica (notación de Hill):
C6H5NO3
Número de CAS:
Peso molecular:
139.11
Beilstein/REAXYS Number:
115991
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

grade

analytical standard

Quality Level

product line

PESTANAL®

assay

≥98.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤1.0% water

mp

>300 °C (lit.)
302-308 °C

application(s)

agriculture
environmental

format

neat

SMILES string

OC(=O)c1ccc(O)nc1

InChI

1S/C6H5NO3/c8-5-2-1-4(3-7-5)6(9)10/h1-3H,(H,7,8)(H,9,10)

InChI key

BLHCMGRVFXRYRN-UHFFFAOYSA-N

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General description

6-Hydroxypyridine-3-carboxylic acid has aliphatic carboxylate anions.

Find more information here: Neonicotinoids

Application

It can be used as a good organic linker source for the construction of lanthanide coordination polymers. It was used in qualitative and quantitative analysis of substrates and metabolites of neonicotinoids using LC-MSD TOF, in a study performed to clone 6-chloronicotinic acid chlorohydrolase from newly isolated 6-chloronicotinic acid mineralizing Bradyrhizobiaceae strain SG-6C.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

PESTANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Exclamation mark

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

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Two-and three-dimensional lanthanide?organic frameworks constructed using 1-hydro-6-oxopyridine-3-carboxylate and oxalate ligands.
Liu, Cai-Ming, et al.
Dalton Transactions, 29, 5666-5672 (2009)
Yao Yang et al.
Wei sheng wu xue bao = Acta microbiologica Sinica, 48(1), 112-115 (2008-03-15)
Recently, new insecticides containing 3-chloropyridylmethyl group as a versatile building block have been developed, among which imidachloprid is a promising one. The synthesis of imidachloprid can use 6-Hydroxynicotinic acid, the first intermediate of the bacterial degradation of nicotinic acid, as
R A Ludwig
Journal of bacteriology, 165(1), 304-307 (1986-01-01)
Rhizobium sp. strain ORS571 conducts synergistic, free-living N2 fixation and nicotinate oxidation. Explicitly, ORS571 is able to fix N2 aerobically because 6-OH-nicotinate acts as an intracellular O2 sink. Because 6-OH-nicotinate oxidation is mandatory for aerobic, free-living N2 fixation and because
S Shiraishi et al.
Journal of chromatography, 338(1), 51-59 (1985-02-27)
Gas chromatography--mass spectrometry has been used to identify specific metabolites produced by Gram-negative bacteria such as Pseudomonas aeruginosa, Serratia marcescens, Klebsiella pneumoniae and Escherichia coli in a defined medium. 6-Hydroxynicotinic acid was detected in spent culture media of Pseudomonas aeruginosa
C L Kitts et al.
Journal of bacteriology, 174(23), 7791-7797 (1992-12-01)
A complete pathway for Azorhizobium caulinodans nicotinate catabolism has been determined from mutant phenotype analyses, isolation of metabolic intermediates, and structural studies. Nicotinate serves as a respiratory electron donor to O2 via a membrane-bound hydroxylase and a specific c-type cytochrome

Protocolos

Learn more about Neonicotinoids - active substances used in plant protection products to control harmful insects.

On Friday, April 27, 2018, the European Union decided to ban the use of three neonicotinoid insecticides from use on field crops, having deemed them dangerous to bees. This application demonstrates the analysis of these banned compounds and others from dandelion blossoms using QuEChERS and LC-MS.

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