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.
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Applications
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.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents, aluminum. Protection under nitrogen and lower temperature is recommended(below 4 deg C).
RUO – Research Use Only
General References:
- 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,.