T-for-H exchange reaction between HTO vapor and two functional groups in an aromatic compound in a gas-solid system

The hydrogen-isotope exchange reaction (T-for-H exchange reaction) between HTO vapor and an aromatic compound having two different kinds of functional groups has been observed at several temperatures. The rate constant (k) fo r each functional group in the T-for-H exchange reaction was obtained by us ing both the A "-MCKAY plot method and the data observed. Comparing these k with each other has led to the following four conclusions in the T-for-H e xchange reaction. (1) The reactivity of both the COOH and OH groups increas es with a rise in temperature. (2) As to the degree of the effect of the CO OH group on the reactivity of monosubstituted phenols, the degree in p-hydr oxybenzoic acid is greater than that in m-hydroxybenzoic acid. (3) The HAMM FIT rule is useful for estimating the reactivity of a certain aromatic comp ound. (4) The A "-MCKAY plot method is also useful not only investigating t he reactivity of the compounds having one kind of functional group, but als o doing the reactivity of the compounds having two different kinds of funct ional groups.