6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxylic acid

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6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxylic acid Basic information
Product Name:6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxylic acid
Synonyms:6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxylic acid;Picolinafen acid metabolite;6-(3-(TrifluoroMethyl)phenoxy)picolinic acid;6-(3-(Trifluoromethyl);Picolinafen free acid;2-Pyridinecarboxylic acid, 6-[3-(trifluoromethyl)phenoxy]-;6-[3-(trifluoromethyl)phenoxy]pyridine-2-carboxylic acid;Picolinafen (free acid) in Acetonitrile
CAS:137640-84-7
MF:C13H8F3NO3
MW:283.2
EINECS:
Product Categories:
Mol File:137640-84-7.mol
6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxylic acid Structure
6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxylic acid Chemical Properties
storage temp. 2-8°C
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxylic acid Usage And Synthesis
Uses6-(3-(trifluoromethyl)phenoxy)picolinic acid is a pesticide metabolite that is found from the breakdown of Picolinafen (P436800) and can be traced in our crops and water.
Synthesis
6-Chloropicolinic acid

4684-94-0

3-Trifluoromethylphenol

98-17-9

6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxylic acid

137640-84-7

To a 500 mL three-necked flask equipped with a thermometer was added N,N-dimethylformamide (DMF, 200 mL), m-trifluoromethylphenol (0.26 mol, 42.2 g), potassium carbonate (0.266 mol, 37.2 g) and 6-chloro-pyridine-2-carboxylic acid (0.2 mol) were added sequentially. Subsequently cuprous chloride (1.0 g) was added and the reaction mixture was heated to 140 °C and kept at this temperature for 6.0 hours. Upon completion of the reaction, the mixture was cooled to room temperature and then the reaction solution was slowly poured into 600 mL of ice water. The pH of the mixture was adjusted with concentrated hydrochloric acid to 3. The precipitate precipitated was collected by filtration, washed with water several times, and dried to give 6-(3-trifluoromethylphenoxy)-2-pyridinecarboxylic acid as a white solid in 75% yield.

References[1] Patent: CN108530351, 2018, A. Location in patent: Paragraph 0011; 0026; 0028
6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxylic acid Preparation Products And Raw materials
Raw materials6-Chloropicolinic acid-->3-Trifluoromethylphenol-->Copper(I) chloride-->N,N-Dimethylformamide-->Potassium carbonate
Tag:6-[3-(trifluoromethyl)phenoxy]-2-pyridinecarboxylic acid(137640-84-7) Related Product Information
methyl 6-[3-(trifluoromethyl)phenoxy]pyridine-2-carboxylate 6-[3-(Trifluoromethyl)phenoxy]-2-pyridinecarbonitrile 6-phenoxy-pyridine-2-carboxylic acid 2-Pyridinecarboxylic acid, 6-(4-chlorophenoxy)- 3-{[6-(Trifluoromethyl)pyridin-2-yl]oxy}benzoic acid 4-{[6-(trifluoromethyl)pyridin-2-yl]oxy}benzoic acid