3-Fluoropyridine-2-carboxylic acid

Base Information

• Chemical Name: 3-Fluoropyridine-2-carboxylic acid
• CAS No.: 152126-31-3
• Molecular Formula: C6H4FNO2
• Molecular Weight: 141.102
• Hs Code.: 2933399090
• European Community (EC) Number: 675-413-8
• DSSTox Substance ID: DTXSID60376450
• Wikidata: Q72476786
• Mol file: 152126-31-3.mol

Synonyms:3-Fluoropyridine-2-carboxylic acid;152126-31-3;3-fluoropicolinic acid;3-Fluoro-2-pyridinecarboxylic acid;3-fluoro-2-carboxypyridine;2-PYRIDINECARBOXYLIC ACID, 3-FLUORO-;MFCD04114108;3-Fluoropyridine-2-carboxylicacid;3-fluoropicolinicacid;3-fluoropyridine-carboxylic;SCHEMBL287811;DTXSID60376450;IRERRSXDWUCFIY-UHFFFAOYSA-N;CS-D1556;3-fluoro-pyridine-2-carboxylic acid;AKOS005063825;GF-0701;PB12310;AC-23019;BP-11324;SY013087;AM20070067;FT-0649361;EN300-96528;3-fluoropyridine-2-carboxylic acid, AldrichCPR;W-205726;3-Fluoro-2-carboxypyridine

Chemical Property of 3-Fluoropyridine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.00465mmHg at 25°C
• Melting Point: 154 °C
• Refractive Index: 1.541
• Boiling Point: 265.2 °C at 760 mmHg
• PKA: 2.71±0.10(Predicted)
• Flash Point: 114.2 °C
• PSA: 50.19000
• Density: 1.419 g/cm³
• LogP: 0.91890
• Storage Temp.: Room temperature.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 141.02260653
• Heavy Atom Count: 10
• Complexity: 140

Purity/Quality:

98%, ^*data from raw suppliers

3-Fluoropicolinicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C(=O)O)F

Technology Process of 3-Fluoropyridine-2-carboxylic acid

There total 6 articles about 3-Fluoropyridine-2-carboxylic 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: 89.0%

4-chloro-3-fluoropyridine-2-carboxylic acid (860296-21-5) → 3-fluoro(pyridin-2-yl)carboxylic acid (152126-31-3)

Guidance literature:

With hydrogen; ammonium formate; palladium on activated charcoal; In ethanol; for 6h;

DOI:10.1002/ejoc.200400895

Reference yield: 49.0%

3-Fluoropyridine (372-47-4) + carbon dioxide (124-38-9,18923-20-1) → 3-fluoro(pyridin-2-yl)carboxylic acid (152126-31-3)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; n-butyllithium; In diethyl ether; hexane; at -75 ℃;

DOI:10.1016/S0040-4020(98)00775-3

Reference yield:

lithium 3-fluoropyridine-2-carboxylate → 3-fluoro(pyridin-2-yl)carboxylic acid (152126-31-3)

Guidance literature:

With sulfuric acid; In water; pH=2;

DOI:10.1016/j.bmc.2018.04.045

upstream raw materials:

3-Fluoropyridine

carbon dioxide

4-chloro-3-fluoropyridine-2-carboxylic acid

4-chloro-3-fluoro-pyridine

Downstream raw materials:

methyl 3-fluoropyridine-2-carboxylate

3-fluoro-2-(trifluoromethyl)pyridine

(3-fluoropyridin-2-yl)methanol

2-(bromomethyl)-3-fluoropyridine

Refernces

• 1、 Laqua, Katja,Klemm, Marcel,Richard-Greenblatt, Melissa,Richter, Adrian,Liebe, Linda,Huang, Tingting,Lin, Shuangjun,Guardia, Ana,Pérez-Herran, Esther,Ballell, Lluís,Av-Gay, Yossef,Imming, Peter. "Synthesis, antimycobacterial activity and influence on mycobacterial InhA and PknB of 12-membered cyclodepsipeptides". . p. 3166 - 3190. Retrieved 2018/05/05.
• 2、 Marzi, Elena,Bobbio, Carla,Cottet, Fabrice,Schlosser, Manfred. "Converting core compounds into building blocks: The concept of regiochemically exhaustive functionalization". . p. 2116 - 2123. Retrieved 2007/10/03.