6-Hydroxypicolinic acid
- CAS No.
- 19621-92-2
- Chemical Name:
- 6-Hydroxypicolinic acid
- Synonyms
- 6-oxo-1,6-dihydropyridine-2-carboxylic acid;6-HYDROXYPICOLINIC ACID;6-CARBOXY-2(1H)-PYRIDINONE;6-hydroxy-2-pyridylic acid;6-HYDROXYPICOLINIC ACID 97+%;6-CARBOXY-2-HYDROXY-PYRIDINE;6-Hydroxypyridine-2-carboxyL;6-Hydroxy-2-pyridinecarboxylic;6-HPA, 6-hydroxypicolinic acid;6-oxo-1H-pyridine-2-carboxylicaci
- CBNumber:
- CB3712566
- Molecular Formula:
- C6H5NO3
- Molecular Weight:
- 139.11
- MOL File:
- 19621-92-2.mol
- Modify Date:
- 2024/9/9 19:09:56
Melting point | 270 °C (dec.) (lit.) |
---|---|
Boiling point | 436.0±45.0 °C(Predicted) |
Density | 1.451±0.06 g/cm3(Predicted) |
storage temp. | Inert atmosphere,Room Temperature |
pka | 3.29±0.20(Predicted) |
form | Powder |
color | Yellow to brown |
BRN | 115842 |
InChIKey | VRCWSYYXUCKEED-UHFFFAOYSA-N |
CAS DataBase Reference | 19621-92-2(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
Symbol(GHS) | GHS07 |
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Signal word | Warning | |||||||||
Hazard statements | H315-H319-H335 | |||||||||
Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
Hazard Codes | Xi | |||||||||
Risk Statements | 36/37/38 | |||||||||
Safety Statements | 26-36 | |||||||||
WGK Germany | 3 | |||||||||
HazardClass | IRRITANT | |||||||||
HS Code | 29333990 | |||||||||
NFPA 704 |
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6-Hydroxypicolinic acid price More Price(4)
Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
---|---|---|---|---|---|---|---|
Sigma-Aldrich(India) | 384305 | 6-Hydroxypyridine-2-carboxylic acid 95% | 19621-92-2 | 5G | ₹8995.58 | 2022-06-14 | Buy |
Sigma-Aldrich(India) | 384305 | 6-Hydroxypyridine-2-carboxylic acid 95% | 19621-92-2 | 25G | ₹17807.13 | 2022-06-14 | Buy |
TCI Chemicals (India) | H0876 | 6-Hydroxy-2-pyridinecarboxylic Acid | 19621-92-2 | 5G | ₹4500 | 2022-05-26 | Buy |
TCI Chemicals (India) | H0876 | 6-Hydroxy-2-pyridinecarboxylic Acid | 19621-92-2 | 25G | ₹16800 | 2022-05-26 | Buy |
6-Hydroxypicolinic acid Chemical Properties,Uses,Production
Chemical Properties
Light yellow Cryst
Uses
6-Hydroxypyridine-2-carboxylic acid may be used in the preparation of ruthenium(II) complex, [RuH(CO)(6-OH-py-2-COO)(PPh3)2].
General Description
6-Hydroxypyridine-2-carboxylic acid (6HPA, 6-Hydroxypicolinic acid) is a picolinic acid derivative. It has been reported to exhibit enol-keto tautomerism. It is a chelating ligand exhibiting potential complexing ability (via N,O-chelation or N,O,O-chelation). Intramolecular proton transfer (IPT) in tautomeric forms of 6HPA has been investigated by density functional theory (DFT) calculations.
Synthesis
6-Hydroxypicolinic acid is prepared by the reaction of 2-Bromo-6-hydroxypyridine and Carbon Dioxide. The specific synthesis steps are as follows:
To a solution of 2-bromo-6-hydroxypyridine (0.76 g, 4.4 mmol,1.0 equiv.) in dry THF (20 mL) at 0 C was added a 2 M solution of -PrMgCl in THF (2.2 mL,4.4 mmol, 1.0 equiv.) during 5 min. The clear solution was stirred at that temperature for anadditional 5 min, and a 2.5 M solution of n-BuLi in hexanes (3.5 mL, 8.8 mmol, 2.0 equiv.) wasadded dropwise during 5min, while maintaining the temperature below 20 C. The resultingmixture was stirred at that temperature for 0.5 h, dry CO2 (0.20 g, 1.0 equiv.) was added to20 C. The resulting mixture was warmed to 20 C in 0.5 h and quenched with water (6 mL).After stirring the mixture below 20 C for 10 min, the phases were separated and the water phasewas extracted one additional time with ethyl acetate. The resulting suspension was allowed to reachroom temperature and fitered through a mbox0.5 1 cm pad of silica gel eluted with 10 mL of ethylacetate. The ?ltrate was concentrated and the residue was puri?ed by ash chromatography on silicagel (eluent: petroleum ether/ethyl acetate = 10:1) to afford product 3m as off-white solid, 0.56 g (yield: 93percent) , m.p.: 275–277 C. 1H-NMR (600 MHz, DMSO) 7.56 (dd, J = 8.9, 7.0 Hz, 1H), 6.97 (d, J = 6.8 Hz,1H), 6.65 (d, J = 9.0 Hz, 1H). 13C-NMR (151 MHz, DMSO) 163.28, 162.67, 140.51, 137.97, 123.88, 110.42.
6-Hydroxypicolinic acid Preparation Products And Raw materials
Raw materials
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Supplier | Tel | Country | ProdList | Advantage | Inquiry |
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Terma Medicare India Pvt.,Ltd | +8613916485955 | Rajasthan, India | 150 | 58 | Inquiry |
Varna Chems | +91-9030000693 +91-9030000693 | Hyderabad, India | 483 | 58 | Inquiry |
CHEMSWORTH | +91-261-2397244 | New Delhi, India | 6707 | 30 | Inquiry |
A.J Chemicals | 91-9810153283 | New Delhi, India | 6124 | 58 | Inquiry |
TCI Chemicals (India) Pvt. Ltd. | 1800 425 7889 | New Delhi, India | 6778 | 58 | Inquiry |
Alfa Aesar | 1 800 209 7001 | Maharashtra, India | 6913 | 58 | Inquiry |
Hebei Mojin Biotechnology Co., Ltd | +86 13288715578 +8613288715578 | China | 12490 | 58 | Inquiry |
Shanghai Daken Advanced Materials Co.,Ltd | +86-371-66670886 | China | 18628 | 58 | Inquiry |
Henan Tianfu Chemical Co.,Ltd. | +86-0371-55170693 +86-19937530512 | China | 21665 | 55 | Inquiry |
career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29888 | 58 | Inquiry |
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