Benzidine and semidine rearrangements

What are benzidine and semidine rearrangements?

The acid-catalyzed rearrangement of hydrazobenzenes to 4,4′-diaminobiphenyls is referred to as the Benzidine rearrangement. Additionally, the semidine rearrangement occurs when a para substituent is present on the hydrazobenzene, resulting in the formation of p-aminodiphenylamine as the preferred product. These rearrangements are collectively known as the Zinin rearrangement, named after the Russian chemist Nikolai Nikolaevich Zinin (1812-1880).

Benzidine and semidine rearrangements - Zinin rearrangement - benzidine rearrangement - semidine rearrangement
benzidine and semidine rearrangements