Influence of Substituent Groups on Nuclear Reactivity in Formation of Substituted Biphenyls through Reactions of Aromatic Diazo and Cognate Compounds with Aromatic Liquids. III. The Substitution of Nitrobenzene by the p-Anisyl Radical

Abstract

Abstract The decomposition of N-nitroso-p-acetanisidide in nitrobenzene at room temperature yielded 4-methoxy-4′-nitrobiphenyl and 4-methoxy-2′-nitrobiphenyl in a ratio of 1: 1. 6. From the result of a similar experiment in a mixture of nitrobenzene and benzene, which compete for the p-anisyl radical produced from N-nitroso-p-acetanisidide, the relative reactivities of the ortho, meta and para positions of nitrobenzene towards the p-anisyI radical are found to be 7.24, 0, and 8.95, respectively, the reactivity of one nuclear position of benzene towards the same radical being taken as unity.