Kinetics and Mechanism of Oxidation of Diols by Hexamethylenetetramine–bromine

Abstract

The oxidation of vicinal diols by hexamethylenetetramine–bromine (HABR) proceeds by a glycol-bond fission via an intermediate complex whereas non-vicinal diols behave like monohydric alcohols towards HABR.

References

1. I. Yavari and D. Shaabani, J. Chem. Res. (S), 1994, 274.
2. B. P. Bandgar, S. B. Admane and S. S. Jare, J. Chem. Res. (S), 1998, 154.
3. A. Pareek, S. Kothari and K. K. Banerji, Indian J. Chem., Sect. B, 1996, 35, 970.
4. T. J. Kemp and W. A. Waters, Proc. R. Soc. London Ser. A, 1963, 274, 480.
5. O. Exner, Prog. Phys. Org. Chem., 1973, 10, 411.
6. C. D. Johnson, The Hemmett Equation, University Press, Cambridge, 1966, p. 54.
7. W. A. Pavelich and R. W. Taft, J. Am. Chem. Soc., 1957, 79, 4935.