The Journal of Organic Chemistry

Reactions of Aromatic Carboxylates. I. Evidence for the Intermediacy of Benzyne in the Pyrolyses of o-Halobenzoates1

E McNelis

Index: McNelis,E. Journal of Organic Chemistry, 1963 , vol. 28, p. 3188 - 3194

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Citation Number: 13

Abstract

3 190 MCNELIS VOL. 28 which, after crystallization from ethanol, melted at 216-216'and displayed the same infrared spectrum as the material from the pyrolysis reaction. A mixture melting point of these two products gave no depression. Two dichloroxanthones are predicted by a benzynetype reaction. In this mode of reaction chlorobenzyne I1 is generated and attacked by another 2, 4-dichlorobenzoate molecule. A concerted addition of ...