2-Hydroxynicotinic acid

Base Information

• Chemical Name: 2-Hydroxynicotinic acid
• CAS No.: 609-71-2
• Molecular Formula: C6H5NO3
• Molecular Weight: 139.111
• Hs Code.: 29333990
• European Community (EC) Number: 210-198-2
• NSC Number: 226152
• UNII: TMQ68Q9BA3
• DSSTox Substance ID: DTXSID20209735
• Nikkaji Number: J94.850K
• Wikidata: Q27290030
• Pharos Ligand ID: FML2GPA9LACM
• Metabolomics Workbench ID: 49737
• ChEMBL ID: CHEMBL53297
• Mol file: 609-71-2.mol

Synonyms:2-hydroxynicotinic acid;2-hydroxynicotinic acid, copper salt

Chemical Property of 2-Hydroxynicotinic acid

Chemical Property:

• Appearance/Colour: white to light yellow powder
• Vapor Pressure: 8.03E-09mmHg at 25°C
• Melting Point: 258-261 °C(lit.)
• Refractive Index: 1.5423 (estimate)
• Boiling Point: 436 °C at 760 mmHg
• PKA: 2.40±0.20(Predicted)
• Flash Point: 217.5 °C
• PSA: 70.42000
• Density: 1.451 g/cm³
• LogP: 0.48540
• Storage Temp.: Store below +30°C.
• Solubility.: 0.1 M NaOH: 0.1 g/mL, clear
• XLogP3: 0.5
• 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% ^*data from raw suppliers

2-Hydroxynicotinic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CNC(=O)C(=C1)C(=O)O
• Uses: 2-Hydroxynicotinic acid is used in chemical synthesis. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals agrochemicals and dyestuff fields.

Technology Process of 2-Hydroxynicotinic acid

There total 50 articles about 2-Hydroxynicotinic 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: 92.0%

2-chloronicotinic acid (2942-59-8) → 2-hydroxy-3-carboxypyridine (609-71-2)

Guidance literature:

With hydrogenchloride; water; for 6h; Heating;

DOI:10.1002/ardp.200700133

Reference yield: 85.0%

2-hydroxypyridin (142-08-5) + carbon dioxide (124-38-9,18923-20-1) → 2-hydroxy-3-carboxypyridine (609-71-2)

Guidance literature:

With potassium carbonate; In 1-methyl-pyrrolidin-2-one; at 180 ℃; for 5h; Autoclave;

Reference yield: 79.0%

3-bromo-pyridin-2-ol (13466-43-8) + carbon dioxide (124-38-9,18923-20-1) → 2-hydroxy-3-carboxypyridine (609-71-2)

Guidance literature:

3-bromo-pyridin-2-ol; 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

upstream raw materials:

2-aminopyridine

2-chloronicotinic acid

2-hydroxy-3-cyanopyridine

2-chloro-3-pyridinecarbonitrile

Downstream raw materials:

2-hydroxyl nicotinic acid ethyl ester

pyridine

2-Pyridone

2-Chloronicotinoyl chloride

Refernces

• 1、 Long, Sihui,Zhou, Panpan,Theiss, Kathryn L.,Siegler, Maxime A.,Li, Tonglei. "Solid-state identity of 2-hydroxynicotinic acid and its polymorphism". . p. 5195 - 5205. Retrieved 2015.
• 2、 -. "Preparation method of 2-chloronicotinic acid". Paragraph 0023-0028. . Retrieved 2021/06/26.