4-Hydroxypicolinic acid

Base Information

• Chemical Name: 4-Hydroxypicolinic acid
• CAS No.: 22468-26-4
• Molecular Formula: C6H5NO3
• Molecular Weight: 139.111
• Hs Code.: 29333990
• European Community (EC) Number: 688-036-9
• DSSTox Substance ID: DTXSID70352740
• Nikkaji Number: J991.580J
• Wikidata: Q72481576
• Mol file: 22468-26-4.mol

Synonyms:4-Hydroxypicolinic acid;22468-26-4;4-hydroxypyridine-2-carboxylic acid;98321-24-5;4-oxo-1,4-dihydropyridine-2-carboxylic acid;4-Hydroxy-2-pyridinecarboxylic acid;4-oxo-1H-pyridine-2-carboxylic acid;2-Pyridinecarboxylic acid, 4-hydroxy-;MFCD00521155;2-Pyridinecarboxylicacid,1,4-dihydro-4-oxo-(9CI);1,4-dihydro-4-oxo-2-Pyridinecarboxylic acid;2-Pyridinecarboxylic acid, 1,4-dihydro-4-oxo-;4-Hydroxypicolinicacid;4-Hydroxy-picolinsaure;SCHEMBL65841;AF-399/40171304;SCHEMBL18473861;DTXSID70352740;MXXLHBCSVDDTIX-UHFFFAOYSA-N;BCP27908;STR08905;YDA32124;MFCD11656334;STL253419;4-Hydroxy-pyridine-2-carboxylic acid;AKOS000267448;AB06407;CS-W002643;PS-5235;SY013177;AM20050970;FT-0646037;H1491;EN300-69574;2-pyridinecarboxylic acid,1,4-dihydro-4-oxo-;N13374;4-hydroxypyridine-2-carboxylic acid, AldrichCPR;W-206762;F1926-0003;Z385458378;4-Oxo-1,4-dihydropyridine-2-carboxylic acid, 95% +(contains <10% H2O)

Chemical Property of 4-Hydroxypicolinic acid

Chemical Property:

• Vapor Pressure: 0.000111mmHg at 25°C
• Melting Point: ca 280℃
• Refractive Index: 1.579
• Boiling Point: 313.1 °C at 760 mmHg
• PKA: 1.20±0.50(Predicted)
• Flash Point: 143.1 °C
• PSA: 70.42000
• Density: 1.451 g/cm³
• LogP: 0.48540
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility.: slightly soluble in water.
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 139.026943022
• Heavy Atom Count: 10
• Complexity: 239

Purity/Quality:

98% ^*data from raw suppliers

4-Hydroxypyridine-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CNC(=CC1=O)C(=O)O
• Uses: It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuffs.

Technology Process of 4-Hydroxypicolinic acid

There total 10 articles about 4-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: 80.0%

C13H10N2O2 → 4-hydroxypyridine-2-carboxylic acid (22468-26-4)

Guidance literature:

With hydrogenchloride; water; Heating / reflux;

Reference yield:

2-cyano-4-methoxylpyridine (36057-44-0) → 4-hydroxypyridine-2-carboxylic acid (22468-26-4)

Guidance literature:

With hydrogen bromide; for 72h; Heating;

DOI:10.1021/jm00105a016

Reference yield:

→ 4-hydroxypyridine-2-carboxylic acid (22468-26-4)

Guidance literature:

With hydrogen iodide; acetic acid; at 200 ℃;

upstream raw materials:

2-Methyl-4-hydroxypyridine

4-chloropicolinic acid

2-cyano-4-methoxylpyridine

4-chIoro-2-methylpyridine

Downstream raw materials:

ethyl 4-hydroxypyridine-2-carboxylate

3,5-dichloro-4-hydroxy-pyridine-2-carboxylic acid

4-hydroxy-3,5-diiodo-pyridine-2-carboxylic acid

N-(tert-butyl)-4-(2-chloro-4-nitrophenoxy)pyridine-2-carboxamide