4-(Trifluoromethyl)pyridine-2-carboxylic acid

Base Information

• Chemical Name: 4-(Trifluoromethyl)pyridine-2-carboxylic acid
• CAS No.: 588702-62-9
• Molecular Formula: C₇H₄F₃NO₂
• Molecular Weight: 191.109
• Hs Code.: 2933399090
• ChEMBL ID: CHEMBL4457121
• DSSTox Substance ID: DTXSID20476006
• Nikkaji Number: J2.008.072H
• Wikidata: Q72512687
• Mol file: 588702-62-9.mol

Synonyms:588702-62-9;4-(Trifluoromethyl)pyridine-2-carboxylic acid;4-(Trifluoromethyl)picolinic acid;4-(Trifluoromethyl)-2-pyridinecarboxylic acid;MFCD07438043;4-(Trifluoromethyl)pyridine-2-carboxylicacid;CHEMBL4457121;4-trifluoromethyl-pyridine-2-carboxylic acid;4-(Trifluoromethyl)picolinicacid;4-(Trifluoromethyl)-pyridine-2-carboxylic acid;4-(Trifluoromethyl)-picolinic acid;SCHEMBL222146;2-PYRIDINECARBOXYLIC ACID, 4-(TRIFLUOROMETHYL)-;AMY3179;DTXSID20476006;BCP01498;BDBM50517252;AKOS005072810;AB41993;CS-W015853;FD-0739;AC-24545;SY023054;FT-0649998;EN300-84904;4-(trifluoromethyl) pyridine-2-carboxylic acid;A15671;F11772;4-(Trifluoromethyl)pyridine-2-carboxylic acid, 97%;J-513930;Z1170449933;4-(trifluoromethyl)picolinic acid;4-(Trifluoromethyl)pyridine-2-carboxylic Acid

Chemical Property of 4-(Trifluoromethyl)pyridine-2-carboxylic acid

Chemical Property:

• Vapor Pressure: 0.000777mmHg at 25°C
• Melting Point: 159-161 °C
• Refractive Index: 1.475
• Boiling Point: 293.604 °C at 760 mmHg
• PKA: 3.21±0.10(Predicted)
• Flash Point: 131.367 °C
• PSA: 50.19000
• Density: 1.485 g/cm³
• LogP: 1.79860
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 191.01941286
• Heavy Atom Count: 13
• Complexity: 204

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(Trifluoromethyl)pyridine-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36/37/39-51-38-36/37-24/25-22-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN=C(C=C1C(F)(F)F)C(=O)O

Technology Process of 4-(Trifluoromethyl)pyridine-2-carboxylic acid

There total 8 articles about 4-(Trifluoromethyl)pyridine-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: 77.0%

carbon dioxide (124-38-9,18923-20-1) + 2-iodo-4-(trifluoromethyl)pyridine (326894-74-0) → 4-(trifluoromethyl)-2-pyridinecarboxylic acid (588702-62-9)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -75 ℃; for 0.0333333h;

DOI:10.1002/ejoc.200390216

Reference yield: 54.0%

carbon dioxide (124-38-9,18923-20-1) + 2-bromo-4-(trifluoromethyl)pyridine (175205-81-9) → 4-(trifluoromethyl)-2-pyridinecarboxylic acid (588702-62-9)

Guidance literature:

With n-butyllithium; In toluene; at -75 ℃; for 2h;

DOI:10.1002/ejoc.200390215

Reference yield: 41.0%

4-trifluoromethylpyridine (3796-24-5) + carbon dioxide (124-38-9,18923-20-1) → 4-(trifluoromethyl)-2-pyridinecarboxylic acid (588702-62-9)

Guidance literature:

With n-butyllithium; lithium 2-(dimethylamino)ethanolate; In diethyl ether; at -75 ℃; for 2h;

DOI:10.1002/ejoc.200390216

upstream raw materials:

4-trifluoromethylpyridine

carbon dioxide

2-iodo-4-(trifluoromethyl)pyridine

2-bromo-4-(trifluoromethyl)pyridine

Downstream raw materials:

4-(trifluoromethyl)pyridine-2-carbonyl chloride

N-(4-methyl-3-(4-(5-(4-methylpiperazin-1-yl)pyridin-3-yl)-1H-1,2,3-triazol-1-yl)phenyl)-4-(trifluoromethyl)pyridine-2-carboxamide

Refernces

• 1、 Schlosser, Manfred,Marull, Marc. "The direct metalation and subsequent functionalization of trifluoromethyl-substituted pyridines and quinolines". . p. 1569 - 1575. Retrieved 2007/10/03.