The relative steric demands of carboxyl and methyl groups are compared
by contrasting the difference quantity delta = DELTAH(f)degrees(g, Ar
COOH) - DELTAH(f)degrees(g, ArCH3) for a collection of alkylated benzo
ic acids and toluenes with the value for Ar = C6H5, the arche-typical
(i.e., unsubstituted) benzoic acid and toluene. We conclude that carbo
xyl and methyl groups are nearly the same size.