6-Hydroxypicolinic acid

Base Information

• Chemical Name: 6-Hydroxypicolinic acid
• CAS No.: 19621-92-2
• Molecular Formula: C6H5NO3
• Molecular Weight: 139.111
• Hs Code.: 29333990
• European Community (EC) Number: 417-690-8,629-239-4
• NSC Number: 51589
• DSSTox Substance ID: DTXSID10287567
• Nikkaji Number: J1.018.070H
• Wikidata: Q27455437
• ChEMBL ID: CHEMBL1650602
• Mol file: 19621-92-2.mol

Synonyms:6-hydroxypicolinic acid

Chemical Property of 6-Hydroxypicolinic acid

Chemical Property:

• Appearance/Colour: light yellow cryst
• Vapor Pressure: 8.03E-09mmHg at 25°C
• Melting Point: 270 °C (dec.)(lit.)
• Boiling Point: 436 °C at 760 mmHg
• PKA: 3.29±0.20(Predicted)
• Flash Point: 217.5 °C
• PSA: 70.42000
• Density: 1.451 g/cm³
• LogP: 0.48540
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 139.026943022
• Heavy Atom Count: 10
• Complexity: 239

Purity/Quality:

99%min ^*data from raw suppliers

6-Hydroxy-2-pyridinecarboxylic Acid >97.0%(T) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=O)NC(=C1)C(=O)O
• 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].

Technology Process of 6-Hydroxypicolinic acid

There total 12 articles about 6-Hydroxypicolinic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.0%

6-bromo-2-hydroxypyridine (27992-32-1) + carbon dioxide (124-38-9,18923-20-1) → 6-Hydroxypicolinic acid (19621-92-2)

Guidance literature:

6-bromo-2-hydroxypyridine; With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 0.166667h;

With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 0.5h;

carbon dioxide; In tetrahydrofuran; hexane; at -20 ℃; for 0.5h;

DOI:10.3390/molecules22111952

Reference yield: 60.0%

→ 6-Hydroxypicolinic acid (19621-92-2)

Guidance literature:

Reference yield: 51.0%

2-Picolinic acid (98-98-6) → 6-Hydroxypicolinic acid (19621-92-2)

Guidance literature:

With potassium hydroxide; fluorine; In water; at 0 ℃;

DOI:10.1016/S0040-4039(00)80502-X

upstream raw materials:

2H-pyran-2-one-6-carboxylic acid

2-Picolinic acid

Pyridine-2,6-dicarboxylic acid

6-bromo-2-hydroxypyridine

Downstream raw materials:

methyl 6-oxo-1,6-dihydropyridine-2-carboxylate

methyl 6-hydroxypyridine-2-carboxylate

N-[(1S,2R)-2-amino-2-(4-fluorophenyl)-2-(2-fluoro-pyridin-4-yl)-1-methylethyl]-6-oxo-1,6-dihydro-2-pyridinecarboxamide

6-hydroxymethylpyridin-2-ol

Refernces

• 1、 Bian, Guo-Qing,Kuroda-Sowa, Takayoshi,Konaka, Hisashi,Maekawa, Masahiko,Munakata, Megumu. "Bis(μ-6-hydroxypicolinato)-μ-oxobis[dipyridinemanganese(III)] monohydrate". . p. m338-m340. Retrieved 2004.
• 2、 Kametani et al.. "-". . p. 5753,5754. Retrieved 1970.
• 3、 Tian, Qingqiang,Shang, Suqin,Wang, Huajun,Shi, Guoqiang,Li, Zhiyao,Yuan, Jianyong. "Halogen–metal exchange on bromoheterocyclics with substituents containing an acidic proton via formation of a magnesium intermediate". supporting information. . Retrieved 2017/12/05.