Abstract
The rate and pathway of reactions of 3,5-di-tert-butylbenzoyl trifluoroacetate with tert-butylphenols depend on the number and position of bulky substituents determining the extent of steric shielding of the phenolic hydroxyl.
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REFERENCES
Tedder, J.M., Chem. Rev., 1955, vol. 55, no. 5, pp. 787-827.
Stacey, M., Bourne, E.J., Tatlow, J.C., and Tedder, J.M., Nature, 1949, vol. 164, no. 5, p. 705.
Bourne, E.J., Stacey, M., Tatlow, J.C., and Tedder, J.M., J. Chem. Soc., 1949, no. 11, pp. 2976-2979.
Bourne, E.J., Randles, J.E.B., Stacey, M., Tatlow, J.C., and Tedder, J.M., J. Am. Chem. Soc., 1954, vol. 76, no. 12, pp. 3206-3208.
Anlbrecht, A.H. and Codding, D.W., J. Am. Chem. Soc., 1953, vol. 75, no. 4, p. 984.
Morgan, P.W., J. Am. Chem. Soc., 1951, vol. 73, no. 2, pp. 860-861.
Parish, R.O. and Stock, L.M., J. Org. Chem., 1965, no. 4, pp. 927-929.
Emmons, W.D., McCallum, K.S., and Ferris, A.F., J. Am. Chem. Soc., 1953, vol. 75, no. 23, pp. 6047-6048.
Hartingsverdt W. van, Verkade, P.E., and Wepster, B.M., Recl. Trav. Chim. Pays-Bas, 1956, vol. 75, no. 4, p. 349.
Sintezy ftororganicheskikh soedinenii (Syntheses of Organofluorine Compounds), Knunyants, I.L. and Yakobson, G.G., Eds., Moscow: Khimiya, 1973, p. 199.
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Khvoinova, N.M., Muslin, D.V. & Khorshev, S.Y. Mixed Anhydrides of Carboxylic and Trifluoroacetic Acids as Acylating Agents: I. Reactions of 3,5-Di-tert-butylbenzoyl Trifluoroacetate with tert-Butylphenols. Russian Journal of General Chemistry 71, 1799–1801 (2001). https://doi.org/10.1023/A:1013915129700
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DOI: https://doi.org/10.1023/A:1013915129700