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Mechanism of the benzidine rearrangement. Kinetic isotope effects and transition states. Evidence for concerted rearrangement

Journal Article · · J. Am. Chem. Soc.; (United States)
DOI:https://doi.org/10.1021/ja00394a047· OSTI ID:6570836

When hydrazobenzene rearranges in acid solution, benzidine and diphenyline are formed. Nitrogen and carbon isotope effects were calculated for concerted and dissociative transition states for the formation of benzidine. These calculations are in excellent agreement with experiment for the concerted formation of benzidine and suggest that formation of diphenyline is a dissociative process. (DLC)

OSTI ID:
6570836
Journal Information:
J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 103:4; ISSN JACSA
Country of Publication:
United States
Language:
English