2-chloro-6-(trifluoromethyl)pyridine, 2-chloro-5-(trifluoromethyl)pyridine and 3-chloro-4-(trifluoromethyl)pyridine were each converted into the three possible carboxylic acids 2, 4, 6,8, 10, 12, 16, 17 and 20. This was achieved by employing several, but not all of the organometallic toolbox methods: transformation of a more basic organometallic species into a less basic isomer by transmetalation-equilibration.
Florence Mongin,; Antonio Tognini,; Fabrice Cottet,; Manfred Schlosses. Halogen shuffling in pyridines: Site selective electrophilic substitutions of 2-chloro-6-(trifluoromethyl)pyridine. Tetrahedron Letters. 1998, 39(13), 1749-1752.
Fabrice Cottet,; Marc Marull,; Olivier Lefebvre,; Manfred Schlosser. Recommendable Routes to Trifluoromethyl-Substituted Pyridine- and Quinolinecarboxylic Acids. European Journal of Organic Chemistry. 2003, 81559-1568,.
Dichiarazioni di rischio (UE): H226-H301-H315-H319-H335
Flammable liquid and vapour. Toxic if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Dichiarazioni precauzionali: P260-P201-P280a-P304+P340-P405-P501a
Do not breathe dust/fume/gas/mist/vapours/spray. Obtain special instructions before use. Wear protective gloves and eye/face protection. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.