Abstract
AbstractThe elimination kinetics of the title compounds were determined over the temperature range 290.4–420.3°C and pressure range 14.5–44.0 Torr. The reactions, carried out in seasoned vessels and in the presence of the free radical inhibitor toluene, are homogeneous, unimolecular and follow a first‐order rate law. The rate coefficient is expressed by the following Arrhenius equation: for N‐phenylglycine ethyl ester, log [I1 (s−1)]=(12.13±0.38)− (193.6±4.9) kJ mol−1 (2.303 RT)−1; and for N‐phenylglycine, log [k1 (s−1)]=(12.95±0.52)−(177.4±5.8) kJ mol−1 (2.303 RT)−1. Both substrates yield mainly N‐methylaniline and a small amount of aniline. N‐Phenylglycine as a neutral amino acid decomposes 130 times faster than its ethyl ester at 380°C. The mechanisms of these elimination reactions are presented and discussed. Copyright © 2003 John Wiley & Sons, Ltd.
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