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152307

Sigma-Aldrich

3-Hydroxypyridine-2-carboxylic acid

98%

Synonym(s):

3-Hydroxypicolinic acid, 3-HPA, 3-Hydroxypyridine-2-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C6H5NO3
CAS Number:
874-24-8
Molecular Weight:
139.11
Beilstein/REAXYS Number:
118954
EC Number:
212-859-0
MDL number:
MFCD00006294
UNSPSC Code:
12352100
PubChem Substance ID:
24849221
NACRES:
NA.22

Quality Level

200

assay

98%

form

powder or crystals

mp

213-218 °C (lit.)

functional group

carboxylic acid

SMILES string

OC(=O)c1ncccc1O

InChI

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

InChI key

BRARRAHGNDUELT-UHFFFAOYSA-N

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Application

Ligand for a variety of metal complexes including Hg(II), and Sm(III).

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

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
STBK7170
STBK6040
STBK4626
STBK3657
STBK2857

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Polyhedron, 25, 2471-2471 (2006)
Polyhedron, 26, 1045-1045 (2007)
Misaki Nakai et al.
Journal of inorganic biochemistry, 98(1), 105-112 (2003-12-09)
Two chargeless VO(IV) complexes with 3-hydroxypyridine-2-carboxylic acid (H2hpic), [VO(Hhpic-O,O)(Hhpic-O,N)(H2O)].3H2O (1) and the cyclic tetramer [(VO)4(mu-(hpic-O,O',N))4(H2O)4].8H3O (2), have been synthesized and characterized by elemental analysis, mass, infrared, electronic absorption, electron spin resonance (ESR) spectroscopies, and X-ray crystallography. Their coordination structures are
K Tang et al.
Rapid communications in mass spectrometry : RCM, 8(9), 727-730 (1994-09-01)
We report the first detection of DNA segments as large as 500 nucleotides by matrix-assisted laser desorption/ionization (MALDI) mass spectrometry, using picolinic acid and 3-hydroxypicolinic acid mixtures as desorption matrices. The successful detection of 500-nucleotide DNA indicates that laser mass
J Bai et al.
Rapid communications in mass spectrometry : RCM, 8(9), 687-691 (1994-09-01)
Matrix-assisted laser desorption/ionization using a 3-hydroxypicolinic acid matrix from an active Nafion substrate has been used for detection of restriction enzyme-digested double-stranded plasmid DNA using time-of-flight mass spectrometry. DNA strands of up to 267 base pairs were detected with minimal
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