4-(Trifluoromethyl)nicotinic acid

Base Information

• Chemical Name: 4-(Trifluoromethyl)nicotinic acid
• CAS No.: 158063-66-2
• Molecular Formula: C7H4F3NO2
• Molecular Weight: 191.109
• Hs Code.: 2933399090
• European Community (EC) Number: 623-902-1
• UNII: 04F679X18B
• DSSTox Substance ID: DTXSID60380557
• Nikkaji Number: J2.008.074D
• Wikidata: Q27247649
• Mol file: 158063-66-2.mol

Synonyms:4-(Trifluoromethyl)nicotinic acid;158063-66-2;4-(Trifluoromethyl)pyridine-3-carboxylic acid;3-pyridinecarboxylic acid, 4-(trifluoromethyl)-;4-Trifluoromethylnicotinic acid;tfna;4-Trifluoromethyl-nicotinic acid;MFCD00082626;4-(TRIFLUOROMETHYL)-3-PYRIDINECARBOXYLIC ACID;4-Trifluoromethylpyridine-3-carboxylic acid;Flonicamid (free acid);UNII-04F679X18B;04F679X18B;Flonicamid (free acid) 100 microg/mL in Acetonitrile;Maybridge1_006267;4-(Trifluoromethyl)nicotinicacid;4-trifluoromethyl nicotinic acid;SCHEMBL379950;HMS559E19;DTXSID60380557;CHEBI:194252;4-(trifluoromethyl)-nicotinic acid;BCP26774;BBL100515;STL554309;AKOS005063385;AC-6898;CS-W019964;FS-1142;PB25961;SY007861;4-trifluoromethyl-3-pyridinecarboxylic acid;4-(triluoromethyl)pyridine-3-carboxylic acid;4-trifluoromethyl-3-pyridine carboxylic acid;4-trifluoromethyl-pyridine-3-carboxylic acid;A3481;AM20050841;FT-0616933;T2742;EN300-94998;4-TRIFLUOROMETHYL-3-PYRIDINCARBOXYLIC ACID;4-(Trifluoromethyl)pyridine-3-carboxylic acid, 98%;Q-101056;Q27247649;Z979439328;InChI=1/C7H4F3NO2/c8-7(9,10)5-1-2-11-3-4(5)6(12)13/h1-3H,(H,12,13;2D 3D Load Save Zoom 4-(trifluoromethyl)nicotinic acid

Chemical Property of 4-(Trifluoromethyl)nicotinic acid

Chemical Property:

• Vapor Pressure: 0.00858mmHg at 25°C
• Melting Point: 146-148 °C(lit.)
• Refractive Index: 1.517
• Boiling Point: 290.4 °C at 760 mmHg
• PKA: 2.50±0.36(Predicted)
• Flash Point: 129.4 °C
• PSA: 50.19000
• Density: 1.484 g/cm³
• LogP: 1.79860
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.3
• 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:

99% ^*data from raw suppliers

4-(Trifluoromethyl)-3-PyridinecarboxylicAcid ^*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

Useful:

• Canonical SMILES: C1=CN=CC(=C1C(F)(F)F)C(=O)O
• Uses: 4-(Trifluoromethyl)-3-Pyridinecarboxylic Acid is a useful synthetic intermediate. It can be used to prepare pyridine carboxamides as palm site inhibitors of HCV NS5B polymerase. It can also be used to synthesize pyrazolylcarboxanilides as Ca2+ release-activated Ca2+ (CRAC) channel inhibitors.

Technology Process of 4-(Trifluoromethyl)nicotinic acid

There total 16 articles about 4-(Trifluoromethyl)nicotinic 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: 99.1%

4-trifluoromethyl-3-pyridinecarboxamide (158062-71-6) → 4-(trifluoromethyl)nicotinic acid (158063-66-2)

Guidance literature:

With sodium hydroxide; In water; at 100 ℃; for 4h; Concentration;

Reference yield: 98.3%

4-(trifluoromethyl)nicotinonitrile (13600-43-6) → 4-(trifluoromethyl)nicotinic acid (158063-66-2)

Guidance literature:

With water; sodium hydroxide; at 100 ℃; Temperature;

Reference yield: 89.0%

2-chloro-4-(trifluoromethyl)pyridine-3-carboxylic acid (590371-81-6) → 4-(trifluoromethyl)nicotinic acid (158063-66-2)

Guidance literature:

With ammonium formate; 10% palladium on active carbon; In methanol; at 25 ℃; for 0.25h;

DOI:10.1002/ejoc.200390215

upstream raw materials:

4-trifluoromethylpyridine

carbon dioxide

3-iodo-4-(trifluoromethyl)pyridine

2-chloro-4-(trifluoromethyl)pyridine-3-carboxylic acid

Downstream raw materials:

4-(trifluoromethyl)pyridine-3-carbonyl chloride

C₂₄H₂₅F₃N₆O

4-trifluoromethyl-3-pyridinecarboxaldehyde

methyl 3-aminoisonicotinate

Refernces

• 1、 -. "Method for preparing 4-trifluoromethyl nicotinic acid". Paragraph 0029-0049. . Retrieved 2021/07/24.
• 2、 -. "Preparation method and equipment of 4-trifluoromethyl-nicotinic acid". Paragraph 0021; 0027; 0031; 0037; 0038; 0044; 0045; 0051. . Retrieved 2019/02/04.