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Merck
CN

19386

6-Hydroxypyridine-3-carboxylic acid

PESTANAL®, analytical standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C6H5NO3
CAS Number:
5006-66-6
Molecular Weight:
139.11
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329751860
EC Number:
225-682-9
Beilstein/REAXYS Number:
115991
MDL number:
MFCD00006277

Key Documents

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Product Name

6-Hydroxypyridine-3-carboxylic acid, PESTANAL®, analytical standard

InChI

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

SMILES string

OC(=O)c1ccc(O)nc1

InChI key

BLHCMGRVFXRYRN-UHFFFAOYSA-N

grade

analytical standard

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

Quality Level

100

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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.
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General description

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

Find more information here: Neonicotinoids

Legal Information

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

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCC9905
1437987

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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)
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
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
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
Rui C Santos et al.
The journal of physical chemistry. B, 113(43), 14291-14309 (2009-09-30)
The relationship between energetics and structure in 2-, 4-, 5-, and 6-hydroxynicotinic and 5-chloro-6-hydroxynicotinic acids (2HNA, 4HNA, 5HNA, 6HNA, and 5Cl6HNA, respectively) was investigated in the solid and gaseous phases by means of a variety of experimental and computational chemistry
View All Related Papers

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Neonicotinoids

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Neonicotinoids Ban: Impact on Plant Material

Analysis of banned neonicotinoid insecticides from dandelion blossoms using QuEChERS and LC-MS.

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