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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:
383736
EC Number:
202-731-2
MDL number:
MFCD00006274
UNSPSC Code:
12352100
PubChem Substance ID:
24849298
NACRES:
NA.22

Quality Level

100

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 Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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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
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

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