Abstract
The relative steric demands of carboxyl and methyl groups are compared by contrasting the difference quantityδ ≡ δH of (g, ArCOOH) — δH of (g, ArCH3) for a collection of alkylated benzoic acids and toluenes with the value for Ar=C6H5, the archetypical (i.e., unsubstituted) benzoic acid and toluene. We conclude that carboxyl and methyl groups are nearly the same size.
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Colomina, M., Turrión, C., Jiménez, P. et al. What are the relative steric demands of carboxyl and methyl groups?. Struct Chem 5, 141–143 (1994). https://doi.org/10.1007/BF02265357
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DOI: https://doi.org/10.1007/BF02265357