A seven-step synthesis of Z-13,13,14,14,15,15,16,16,17,17,18,18, 18-tridecafluoro-octadec-9-enoic acid (oleic acid-F13) is reported. The key step is a Wittig reaction to form the C9-C10 double bond with a Z:E isomeric ratio greater than 20:1. The 19F nuclear magnetic resonance (NMR) spectrum is included and unambiguous assignments have been made with the aid of 19F-19F correlation NMR spectroscopy (COSY spectra).

Additional Metadata
Keywords 19F NMR, Terminally perfluorinated oleic acid
Persistent URL dx.doi.org/10.1016/S0022-1139(03)00162-3
Journal Journal of Fluorine Chemistry
Citation
Buchanan, G.W, Smits, R. (Rufus), & Munteanu, E. (Elena). (2003). Synthesis and 19F NMR study of RF-oleic acid-F13. Journal of Fluorine Chemistry, 123(2), 255–259. doi:10.1016/S0022-1139(03)00162-3