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6-Hydroxypicolinic acid

Product Name
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
Formula Weight
139.11
MOL File
19621-92-2.mol
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6-Hydroxypicolinic acid Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

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

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

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
384305
Product name
6-Hydroxypyridine-2-carboxylic acid
Purity
95%
Packaging
5g
Price
$38.5
Updated
2024/03/01
Sigma-Aldrich
Product number
384305
Product name
6-Hydroxypyridine-2-carboxylic acid
Purity
95%
Packaging
25g
Price
$98.5
Updated
2024/03/01
TCI Chemical
Product number
H0876
Product name
6-Hydroxy-2-pyridinecarboxylic Acid
Purity
>97.0%(T)
Packaging
5g
Price
$63
Updated
2024/03/01
TCI Chemical
Product number
H0876
Product name
6-Hydroxy-2-pyridinecarboxylic Acid
Purity
>97.0%(T)
Packaging
25g
Price
$189
Updated
2024/03/01
AK Scientific
Product number
D479
Product name
6-Hydroxypyridine-2-carboxylic acid
Packaging
1g
Price
$14
Updated
2021/12/16
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6-Hydroxypicolinic acid Chemical Properties,Usage,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].

Definition

ChEBI: 6-Hydroxypicolinic acid is an aromatic carboxylic acid and a member of pyridines.

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

Acetic anhydride Hydrogen peroxide Methyl picolinate Acetic acid

Preparation Products

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6-Hydroxypicolinic acid Suppliers

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View Lastest Price from 6-Hydroxypicolinic acid manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
6-Hydroxypicolinic acid 19621-92-2
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-13
Shanghai Yongzeng Technology Co.,Ltd
Product
6-Oxo-1,6-dihydropyridine-2-carboxylicacid 19621-92-2
Price
US $0.00/gm
Min. Order
100gm
Purity
99%min
Supply Ability
100kgs
Release date
2024-09-09
Hebei Mojin Biotechnology Co., Ltd
Product
6-Hydroxypicolinic acid 19621-92-2
Price
US $100.00/kg
Min. Order
25kg
Purity
99.99%
Supply Ability
200ton
Release date
2023-08-08

19621-92-2, 6-Hydroxypicolinic acidRelated Search:

Quinolinic acid 3-Hydroxypyridine 2,6-Lutidine 2-Picolinic acid Chromium picolinate 2,5-PYRIDINEDICARBOXYLIC ACID 2-Bromo-5-nitropyridine 2-Chloro-3-hydroxypyridine tert-butyl 6-hydroxy-2-azaspiro[3.3]heptane-2-carboxylate Trolox 6-METHOXYPYRIDINE-2-CARBOXYLIC ACID 6-METHOXY-PYRIDINE-2-CARBOXYLICACIDMETHYLESTER 5-HYDROXYPYRIDINE-2-CARBOXYLIC ACID Citrazinic acid 2,6-DICHLORO-3-HYDROXYPYRIDINE-4-CARBOXYLIC ACID 2-Hydroxy-5-nitronicotinic acid 3-HYDROXYPICOLINIC ACID METHYL ESTER ETHYL 6-HYDROXYPYRIDINE-2-CARBOXYLATE

  • 6-CARBOXY-2-HYDROXY-PYRIDINE
  • 6-Hydroxypicolinic acid, 6-Hydroxypyridine-2-carboxylic acid
  • 2-PYRIDINECARBOXYLIC ACID, 1,6-DIHYDRO-6-OXO
  • 6-HYDROXYPICOLINIC ACID 97+%
  • 2-CARBOXY-1,6-DIHYDRO-6-OXOPYRIDINE
  • 6-Hydroxypyridine-2-carboxylicacid：6-Hydroxypicolinic Acid
  • 6-HPA, 6-hydroxypicolinic acid
  • 6-Hydroxypyridine-2-carboxylic acid,6-Hydroxypicolinic acid, 6-Hydroxypyridine-2-carboxylic acid
  • 6-Hydroxy-2-pyridinecarboxylic
  • 6-oxo-1H-pyridine-2-carboxylic acid
  • 6-HYDROXYPYRIDINE-2-CARBOXYLIC ACID
  • 19621-92-22-PYRIDINECARBOXYLIC ACID, 1,6-DIHYDRO-6-OXO-
  • 6-CARBOXY-2(1H)-PYRIDINONE
  • 6-oxo-1,6-dihydropyridine-2-carboxylic acid
  • 6-Hydroxypyridine-2-carboxylic acid 95%
  • 6-HYDROXYPICOLINIC ACID
  • 6-HYDROXY-2-PYRIDINECARBOXYLIC ACID
  • 2-Hydroxy-6-PyridineCarboxylicAcid
  • 6-Hydroxypyridine-2-Carboxylic Acid 6-Hydroxy-2-Pyridine Carboxylic Acid
  • 2-Hydroxypyridine-6-carboxylic acid
  • 2-PYRIDINE-6-HYDROXYCARBOXYLICACID
  • 6-hydroxy-2-pyidine carboxylic acid
  • 6-Hydroxy-2-pyridinecarboxylicAcid&gt
  • 6-Hydroxypyridine-2-carboxyL
  • 6-oxo-1H-pyridine-2-carboxylicaci
  • 6-hydroxy-2-pyridylic acid
  • 6-Hydroxypicolinic acid ISO 9001：2015 REACH
  • 6-Hydroxypicolinic acid, 6-Hydroxypyridine-2-carboxylic acid, 6-Hydroxypyridine-2-carboxylic acid, 6-CARBOXY-2-HYDROXY-PYRIDINE, 6-Hydroxypicolinic acid, 6-Hydroxypyridine-2-carboxylic acid, 2-hydroxy-6-picolinic acid, 6-oxo-1,6-dihydro-3-pyridinecarboxylic acid, 6-Hydroxy-2-pyridinecarboxylic Acid
  • 19621-92-2
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  • CARBOXYLIC ACID
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  • Pyridines
  • C6
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  • Acids and Derivatives
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  • Pyridine
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