3-Fluoro-5-(trifluoromethyl)picolinic acid

Base Information

• Chemical Name: 3-Fluoro-5-(trifluoromethyl)picolinic acid
• CAS No.: 89402-28-8
• Molecular Formula: C₇H₃F₄NO₂
• Molecular Weight: 209.1
• Hs Code.: 2933399090
• European Community (EC) Number: 964-664-1
• DSSTox Substance ID: DTXSID40514772
• Wikidata: Q72477585
• Mol file: 89402-28-8.mol

Synonyms:89402-28-8;3-Fluoro-5-(trifluoromethyl)picolinic acid;3-fluoro-5-(trifluoromethyl)pyridine-2-carboxylic acid;3-Fluoro-5-(trifluoromethyl)-pyridine-2-carboxylic acid;MFCD11036125;2-Pyridinecarboxylic acid, 3-fluoro-5-(trifluoromethyl)-;SCHEMBL1499037;DTXSID40514772;AMY12502;AKOS016000665;CS-10566;CS-10573;SY032282;TS-02978;3-fluoro-5-(trifluoromethyl)-picolinic acid;FT-0678630;EN300-7407707;3-fluoro-5-trifluoromethylpyridine-2-carboxylic acid;3-FLUORO-5-TRIFLUOROMETHYL-PYRIDINE-2-CARBOXYLIC ACID

Chemical Property of 3-Fluoro-5-(trifluoromethyl)picolinic acid

Chemical Property:

• Vapor Pressure: 0.016mmHg at 25°C
• Refractive Index: 1.457
• Boiling Point: 111.5 °C at 760 mmHg
• PKA: 2.20±0.10(Predicted)
• Flash Point: 21.2 °C
• PSA: 50.19000
• Density: 1.371 g/cm³
• LogP: 1.93770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 209.00999099
• Heavy Atom Count: 14
• Complexity: 230

Purity/Quality:

97% ^*data from raw suppliers

3-Fluoro-5-(trifluoromethyl)pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=NC(=C1F)C(=O)O)C(F)(F)F

Technology Process of 3-Fluoro-5-(trifluoromethyl)picolinic acid

There total 5 articles about 3-Fluoro-5-(trifluoromethyl)picolinic 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: 59.0%

2-bromo-3-fluoro-5-(trifluoromethyl)-pyridine (89402-29-9) + carbon dioxide (124-38-9,18923-20-1) → 3-Fluoro-5-(Trifluoromethyl)Picolinic Acid (89402-28-8)

Guidance literature:

2-bromo-3-fluoro-5-(trifluoromethyl)-pyridine; carbon dioxide; With n-butyllithium; In hexane; toluene; at -75 - 20 ℃;

With water;

Reference yield:

3-fluoro-5-(trifluoromethyl)picolinonitrile (80194-71-4) → 3-Fluoro-5-(Trifluoromethyl)Picolinic Acid (89402-28-8)

Guidance literature:

With sodium hydroxide; sulfuric acid;

Reference yield:

3-fluoro-5-(trifluoromethyl)pyridin-2-ol (1040683-15-5) → 3-Fluoro-5-(Trifluoromethyl)Picolinic Acid (89402-28-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: phosphorus(V) oxybromide / N,N-dimethyl-formamide / 1.17 h / 130 °C

1.2: pH 8 / Cooling with ice

2.1: n-butyllithium / toluene; hexane / 1 h / -75 °C

2.2: 0.25 h / -75 °C

With n-butyllithium; phosphorus(V) oxybromide; In hexane; N,N-dimethyl-formamide; toluene;

upstream raw materials:

3-fluoro-5-(trifluoromethyl)picolinonitrile

2-bromo-3-fluoro-5-(trifluoromethyl)-pyridine

carbon dioxide

3-fluoro-5-(trifluoromethyl)pyridin-2-ol

Downstream raw materials:

2-bromo-3-fluoro-5-(trifluoromethyl)-pyridine