153281
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:
Molecular Weight:
155.11
Beilstein:
383736
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
Assay
97%
mp
>300 °C (lit.)
functional group
carboxylic acid
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
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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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