ChemicalBook > CAS DataBase List > 1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid

1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid

Product Name
1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid
CAS No.
94781-89-2
Chemical Name
1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid
Synonyms
1,2-dihydro-1-hydroxy-2-oxopyridine-6-carboxylic acid;1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid;2-Pyridinecarboxylic acid, 1,6-dihydro-1-hydroxy-6-oxo-
CBNumber
CB82595078
Molecular Formula
C6H5NO4
Formula Weight
155.11
MOL File
94781-89-2.mol
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1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid Property

Melting point:
176-177 °C
Boiling point:
365.1±52.0 °C(Predicted)
Density 
1.766±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
4.23±0.20(Predicted)
Appearance
White to light yellow Solid
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P321Specific treatment (see … on this label).

P322Specific measures (see …on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

TRC
Product number
H955193
Product name
1-hydroxy-6-oxo-1,6-dihydropyridine-2-carboxylicacid
Packaging
10mg
Price
$45
Updated
2021/12/16
AK Scientific
Product number
Z5390
Product name
1-Hydroxy-6-oxo-1,6-dihydropyridine-2-carboxylicacid
Packaging
100mg
Price
$141
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0387174
Product name
1-HYDROXY-6-OXO-1,6-DIHYDROPYRIDINE-2-CARBOXYLIC ACID
Purity
95.00%
Packaging
5MG
Price
$495.65
Updated
2021/12/16
Chemenu
Product number
CM126577
Product name
1-hydroxy-6-oxo-1,6-dihydropyridine-2-carboxylicacid
Purity
97%
Packaging
1g
Price
$207
Updated
2021/12/16
Crysdot
Product number
CD11005850
Product name
1-Hydroxy-6-oxo-1,6-dihydropyridine-2-carboxylicacid
Purity
97%
Packaging
1g
Price
$219
Updated
2021/12/16
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1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid Chemical Properties,Usage,Production

Synthesis

1415931-28-0

94781-89-2

GENERAL METHODOLOGY: The synthesis of 1,2-HOPO-6-carboxylic acid was carried out with reference to the method reported by Xu [34] with appropriate adaptations. As shown in Scheme 1, the synthesis process consists of two major consecutive steps. The specific operation was as follows: first, a 6-hydroxypyridine carboxylic acid solution was prepared by dissolving 5 g (0.036 mol) of 6-hydroxypyridine carboxylic acid in a mixed solvent of trifluoroacetic acid (30 mL) and glacial acetic acid (10 mL). Meanwhile, acetic anhydride (30 mL) was mixed with 30% H2O2 solution (10 mL) and stirred for 4 hours under ice bath cooling conditions to prepare peracetic acid solution. Subsequently, 6-hydroxypyridine carboxylic acid solution was slowly added to the peracetic acid solution. The reaction mixture was stirred and refluxed at 80 °C for 10 h, during which a white precipitate was observed to be generated. Upon completion of the reaction, excess trifluoroacetic acid was removed by vacuum distillation. The precipitate was filtered, washed with cold methanol and dried to give 1,6-dihydroxypyridinecarboxylic acid as a powdery white solid with a yield of 4.63 g (82% yield) and a melting point of 209-210 °C. Infrared spectra (KBr press): ν/cm-1 3440 (broad peak, O-H stretching vibration); 1734.7 (broad peak, C=O stretching vibration); 1211.1 (medium-strong peak, C-O stretching vibration); 926.4 (broad peak, O-H out-of-plane bending vibration).1H NMR (DMSO-d6): δ7.42 (triple peak, 1H, J=8.8, 7.1 Hz); 6.64 (quadruple peak, 2H, J=7,6.8 Hz); 3.43 (single peak, 1H, O-H). This compound was used as a precursor for the synthesis of 1,2-HOPO-6-carboxylic acid. Next, a basic solution of 1,6-dihydroxypyridinecarboxylic acid was prepared by dissolving 4.63 g (0.029 mol) of 1,6-dihydroxypyridinecarboxylic acid in 135 mL of 20% KOH aqueous solution. The solution was refluxed at 70 °C for 12 hours. Upon completion of the reaction, the product was precipitated with 50 mL of cold concentrated HCl in an ice bath, keeping the temperature below 20 °C throughout. The white precipitate was filtered and washed sequentially with 0.1 M HCl (aqueous solution), cold methanol and cold water. The product was dried under vacuum to give 4.37 g (95% yield) with a melting point of 217-218°C [42]. Infrared spectra (KBr press): ν/cm-1 3437.4 (broad peak, O-H stretching vibration); 1785.9 (broad peak, C=O stretching vibration); 1618.4 (medium-strong peak, C=O stretching vibration); 929.7 (broad peak, C-H out-of-plane bending vibration).1H NMR (DMSO-d6): δ 7.43 (double peaks, 1H, J=7,9 Hz ); 6.71 (double peaks, 1H, J=1.6,9Hz); 6.64 (double peaks, 1H, J=1.6,7Hz). Mass spectrum (ESI negative ion mode): m/z 154.01 (C6H4NO4).

References

[1] Journal of Molecular Structure, 2013, vol. 1031, p. 144 - 151

1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid Suppliers

Pure Chemistry Scientific Inc.
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94781-89-2, 1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acidRelated Search:


  • 1-Hydroxy-6-oxo-1,6-dihydro-pyridine-2-carboxylic acid
  • 1,2-dihydro-1-hydroxy-2-oxopyridine-6-carboxylic acid
  • 2-Pyridinecarboxylic acid, 1,6-dihydro-1-hydroxy-6-oxo-
  • 94781-89-2