Abstract
A SHORT time ago we showed in conjunction with Dr. C. S. Patel1 that the known facts concerning reactions of the type of the hydrolysis of ammonium cations (Reaction B) could be accommodated by the assumption of a dual mechanism: the reaction could be either bimolecular (B 2), or unimolecular (B1); for example: For a given organic cation, mechanism B 1 was expected to be favoured by a low nucleophilic activity in the reagent-anion, as for example towards the right-hand end of the anion series: On the other hand, for a given reagent-anion, mechanism B 1 should be favoured by constitutional changes in the organic cation, which confer upon the group Alk a greater tendency to pass into the cationic state, for example changes corresponding to passage towards the right in the aralphyl series,
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References
J. Chem. Soc., 526; 1933.
Cf. von Halban, Z. physikal. Chem, 67, 129; 1909.
J. Chem. Soc., 69, 75; 1933.
ibid., 258; 1933.
ibid., 2285; 1927.
J. Amer. Chem. Soc., 50, 1795; 1928.
Compare especially Segaller's experiments on phenolysis, J. Chem. Soc., 103, 1154, 1421; 1913.
Grant and Hinshelwood, loc. cit.
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HUGHES, E., INGOLD, C. Dynamics and Mechanism of Aliphatic Substitutions. Nature 132, 933–934 (1933). https://doi.org/10.1038/132933b0
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DOI: https://doi.org/10.1038/132933b0
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