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liles, V. "The Pyrolysis of Gaseous Hydrocarbons, III. Kinetics and Mechanism of the Thermal Decomposition of Propane". Acta

Ring-chain tautomeric equilibria of o-benzoylbenzamides in 95% ethanol, chloroform, dioxan, and acetonitrile have been estimated using U.V. spectroscopy. Unlike the case of acids, solvent polarity has only a small effect. In ethanol the cyclic form is favoured. Electron-withdrawing groups in the amide-bearing ring disfavour the cyclic form. Substitution of methyl, ethyl, and phenyl groups on the nitrogen atom of the amide function results in increase of the proportion of the cyclic form in the first two cases and decrease in the last.GRAEBE and ULLNIAN treated the acid chloride of o-benzoylbenzoic acid (I) with ammonia and obtained an amide which was designated as (11). The i.r. spectrum of the amide in chloroform revealed that it exists in the cyclic form (III).2 We have found that it exists in the open form in the solid state, but is completely in the cyclic form in s ~l u t i o n . ~ Reaction of (I) with aniline resulted in the formation of two anilides [(A), m.p. 221" (75%) and (B), m.p. 195" (12.5%)]. Compound (A) was originally assigned structures (IV) or (V) and (B) structure (VI).4 On the basis of i.r. spectra (A) and (B) have now been assigned structures (VI) and (VII) respectively.6

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