SCHEDULED MAINTENANCE
The introduction of two ortho methyl substituents changes the propensity of 4-hydroxybenzoates to react via the oxo-ketene pathway by nearly one million-fold; the increased reactivity of the hindered conjugate base over that of the parent is assigned to enhanced internal nucleophilicity of the 4-oxyanion.
S. Thea, G. Guanti, N. Kashefi-Naini and A. Williams, J. Chem. Soc., Chem. Commun., 1983, 529 DOI: 10.1039/C39830000529
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