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153281

Sigma-Aldrich

2,6-Dihydroxypyridine-4-carboxylic acid

97%

Synonym(s):

Citrazinic acid, 2,6-Dihydroxyisonicotinic acid, 2,6-Dihydroxypyridine-4-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C6H5NO4
CAS Number:
99-11-6
Molecular Weight:
155.11
Beilstein/REAXYS Number:
383736
EC Number:
202-731-2
MDL number:
MFCD00006274
UNSPSC Code:
12352100
PubChem Substance ID:
24849298
NACRES:
NA.22

assay

97%

mp

>300 °C (lit.)

SMILES string

OC(=O)c1cc(O)nc(O)c1

InChI

1S/C6H5NO4/c8-4-1-3(6(10)11)2-5(9)7-4/h1-2H,(H,10,11)(H2,7,8,9)

InChI key

CSGQJHQYWJLPKY-UHFFFAOYSA-N

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Application

2,6-Dihydroxypyridine-4-carboxylic acid (citrazinic acid) was used to prepare 2,6-dibromo-4-(hexoxymethyl)pyridine. It was also used to synthesize the derivatives of oxazinones and pyrimidinones.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aisha S M Hossan et al.
Molecules (Basel, Switzerland), 17(11), 13642-13655 (2012-11-21)
A series of pyridines, pyrimidinones, oxazinones and their derivatives were synthesized as antimicrobial agents using citrazinic acid (2,6-dihydroxyisonicotinic acid) as a starting material. α,β-Unsaturated ketones 3a-c were condensed with cyanothio-acetamide in the presence of ammonium acetate to give 2-cyanopyridinethiones 4a-c
Chad M Amb et al.
The Journal of organic chemistry, 71(12), 4696-4699 (2006-06-06)
Although brominated bipyridines and terpyridines are highly desirable synthetic building blocks for both ligand design and macro- or supramolecular applications, few such synthetic precursors have been reported that include much-needed solubilizing groups. Reported here is an inexpensive route to 2,6-dibromo-4-(hexoxymethyl)pyridine

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