The author of 《Aromatic nucleophilic substitution. XIII. Reaction of pentafluoro benzenes with sodium ethylate and with methyl- and dimethylamines》 were Kobrina, L. S.; Furin, G. G.; Yakobson, G. G.. And the article was published in Zhurnal Organicheskoi Khimii in 1970. Electric Literature of C9H5F5O2 The author mentioned the following in the article:
The substitution reactions of C6F5X with EtONa, MeNH2 or Me2NH give either ο-YC6F5X (I) or p-YC6F5X (II) (Y is OEt, MeNH, or Me2N, X is NO2, SO2Me, CO2Et, CO2H, or Ac) depending on solvent polarity. However, C6F5CF3 or C6F5CN gave only II in polar or nonpolar solvents. A cyclic intermediate is proposed in the case of I formation; it involves the interaction between O of X and the nucleophilic attacking agent. E.g. the reaction of MeNH2 with C6F5X gave the following product distributions (X, I-II ratio in C6H6 and in MeNO2 given): NO2, 77:23, 15:85; SO2Me, 58:42, 5:95; CO2H, 45:55, 0-98; CO2Et, 35:65, 5:95; Ac, 36:64, 0:98; CN, 6:94, 0:98; CF3, 0:98, 0:98. After reading the article, we found that the author used Ethyl 2,3,4,5,6-pentafluorobenzoate(cas: 4522-93-4Electric Literature of C9H5F5O2)
Ethyl 2,3,4,5,6-pentafluorobenzoate(cas: 4522-93-4) belongs to esters. They are important in biology, being one of the main classes of lipids and comprising the bulk of animal fats and vegetable oils.Electric Literature of C9H5F5O2 They perform as high-grade solvents for a broad array of plastics, plasticizers, resins, and lacquers, and are one of the largest classes of synthetic lubricants on the commercial market.
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics