Abstract
Eight ortho-substituted ethyl benzoates (with substituents varying from o-NH2 to o-NO2) have been partially pyrolyzed to ethylene and the corresponding benzoic acid. By gas chromatographic measurement of the amount of ethylene produced, the relative rates of the thermal decomposition of the various ethers have been determined. There are minor steric effects (primary or secondary) in the reaction and direct field influences are negligible. The varying reactivity, therefore, is attributed to changes in polar effects of the substituent. This reaction appears to be a useful method of determining, quantitatively, to a good first approximation, polar effects of ortho substituents.
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