2-(Trifluoromethyl)nicotinic acid

Base Information

• Chemical Name: 2-(Trifluoromethyl)nicotinic acid
• CAS No.: 131747-43-8
• Molecular Formula: C7H4F3NO2
• Molecular Weight: 191.109
• Hs Code.: 29333990
• European Community (EC) Number: 634-342-2
• DSSTox Substance ID: DTXSID00380556
• Nikkaji Number: J2.008.073F
• Wikidata: Q72512126
• Mol file: 131747-43-8.mol

Synonyms:2-(Trifluoromethyl)nicotinic acid;131747-43-8;2-(Trifluoromethyl)pyridine-3-carboxylic acid;2-Trifluoromethylnicotinic acid;3-PYRIDINECARBOXYLIC ACID, 2-(TRIFLUOROMETHYL)-;2-(Trifluoromethyl) Nicotinic Acid;MFCD01862052;2-(trifluoromethyl)-3-pyridinecarboxylic acid;trifluoromethylnicotinic acid;2-Trifluoromethylnicotinicacid;SCHEMBL413572;2-trifluormethyl nicotinic acid;2-trifluoromethyl nicotinic acid;DTXSID00380556;BCP12623;AKOS005063819;AC-1100;BH-0434;CS-W002847;SY017968;2-Trifluoromethyl-pyridine-3-carboxylic acid;A2764;AM20050764;FT-0600178;T3132;EN300-36127;3-Pyridinecarboxylic acid,2-(trifluoromethyl)-;2-(Trifluoromethyl)pyridine-3-carboxylic acid, 96%;W-205370;Z255150388

Chemical Property of 2-(Trifluoromethyl)nicotinic acid

Chemical Property:

• Vapor Pressure: 0.00642mmHg at 25°C
• Melting Point: 184-188 °C
• Refractive Index: 1.475
• Boiling Point: 259.9 °C at 760 mmHg
• PKA: 2.50±0.36(Predicted)
• Flash Point: 111 °C
• PSA: 50.19000
• Density: 1.484 g/cm³
• LogP: 1.79860
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: 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

2-(Trifluoromethyl)nicotinic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn:Harmful
• Statements: R22:
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(N=C1)C(F)(F)F)C(=O)O
• Uses: An intermediate for agrochemical fungicides. A intermediate for agrochemical fungicides

Technology Process of 2-(Trifluoromethyl)nicotinic acid

There total 13 articles about 2-(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: 97.0%

ethyl 2-(trifluoromethyl)pyridine-3-carboxylate (208517-35-5) → 2-(trifluoromethyl)nicotinic acid (131747-43-8)

Guidance literature:

With sodium hydroxide; In neat (no solvent); at 100 ℃; for 1h;

Reference yield: 84.0%

carbon dioxide (124-38-9,18923-20-1) + 3-bromo-2-(trifluoromethyl)pyridine (590371-58-7) → 2-(trifluoromethyl)nicotinic acid (131747-43-8)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; at 0 ℃; for 2h;

DOI:10.1002/ejoc.200390215

Reference yield: 77.0%

carbon dioxide (124-38-9,18923-20-1) + 2-(trifluoromethyl)pyridine (368-48-9) → 2-(trifluoromethyl)nicotinic acid (131747-43-8)

Guidance literature:

With 2,2,6,6-tetramethylpiperidinyl-lithium; at -78 ℃; for 6h; Large scale reaction;

DOI:10.1055/s-0030-1258481

upstream raw materials:

3-methyl-2-(trifluoromethyl)pyridine

carbon dioxide

3-bromo-2-(trifluoromethyl)pyridine

2-(trifluoromethyl)pyridine

Downstream raw materials:

N-(1-(6-(4-cyanophenyl)-4,5-dimethylpyridazin-3-yl)piperidin-4-yl)-N-methyl-2-(trifluoromethyl)nicotinamide

3-[3-[3,4-bis(benzyloxy)-5-nitrophenyl]-[1,2,4]-oxadiazol-5-yl]-2-(trifluoromethyl)pyridine

Refernces

• 1、 Lishchynskyi, Anton,Novikov, Maxim A.,Martin, Eddy,Escudero-Adan, Eduardo C.,Novak, Petr,Grushin, Vladimir V.. "Trifluoromethylation of aryl and heteroaryl halides with fluoroform-derived CuCF3: Scope, limitations, and mechanistic features". . p. 11126 - 11146. Retrieved 2013/12/04.
• 2、 Didiuk, Mary T.,Griffith, David A.,Benbow, John W.,Liu, Kevin K.C.,Walker, Daniel P.,Christopher Bi,Morris, Joel,Guzman-Perez, Angel,Gao, Hua,Bechle, Bruce M.,Kelley, Ryan M.,Yang, Xiaojing,Dirico, Kenneth,Ahmed, Syed,Hungerford, William,DiBrinno, Joseph,Zawistoski, Michael P.,Bagley, Scott W.,Li, Jianke,Zeng, Yuan,Santucci, Stephanie,Oliver, Robert,Corbett, Matthew,Olson, Thanh,Chen, Chiliu,Li, Mei,Paralkar, Vishwas M.,Riccardi, Keith A.,Healy, David R.,Kalgutkar, Amit S.,Maurer, Tristan S.,Nguyen, Hang T.,Frederick, Kosea S.. "Short-acting 5-(trifluoromethyl)pyrido[4,3-d]pyrimidin-4(3H)-one derivatives as orally-active calcium-sensing receptor antagonists". scheme or table. p. 4555 - 4559. Retrieved 2010/04/28.