Summary
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1.
The influence of substituents on the mechanism of the rearrangement of azoxy compounds into para-and ortho-hydroxyazo compounds has been studied.
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2.
Regardless of the structure of the azoxy compounds, their para-rearrangement always takes place by an intermolecular mechanism.
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3.
Two types of ortho-rearrangement of azcxy compounds have been found: intermolecular, which is the most usual, and intramolecular, taking place with the participation of the external medium.
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4.
The mechanism of the para-and ortho-rearrangements of azoxy compounds has been discussed.
Literature cited
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M. M. Shemyakin and V. I. Maimind, in the book: Chemistry of Natural and Synthetic Coloring Matters and Related Fields, Acad. Press,1962, 441.
M. M. Shemyakin, V. I. Maimind, and Ts. E. Agadzhanyan, Chem, and Industr.,1961, 1223.
Chi-Sun Hahn, and H. H. Jaffe, J. Amer. Chem. Soc.,84, 946 (1962).
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Shemyakin, M.M., Agadzhanyan, T.E., Maimind, V.I. et al. Study of the mechanism of the para and ortho rearrangements of substituted azoxy compounds. Russ Chem Bull 12, 1216–1219 (1963). https://doi.org/10.1007/BF00849690
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DOI: https://doi.org/10.1007/BF00849690