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Reactions of Cyclopropylmethyl Benzenesulfonate. Energies and Entropies of Activation

S. Borčić ; Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia
K. Humski ; Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia
D. E. Sunko ; Institute »Ruder Boskovic«, Zagreb, Croatia, Yugoslavia

Puni tekst: engleski pdf 2.087 Kb

str. 249-250

preuzimanja: 53



The solvolyses of cyclopropylmethyl derivatives are accelerated and seem to proceed through the formation of non-cla1ssical carbornium i'Onsn. These reacti•ons are a•ls:o very often accompa1111ied by extensive rearrangements6 • Thus, the acetolysis of cyc1opropylmethyl benzenesulfonate proceeds simultaneously w;ith a competitive internal rearrangement to products which are 250 times less reactive than the starting materiaF. In the course of our investigation o[ the mecha111ism of these two closely related reactions, we w&nted to gain some information aibout the. corresponiling free energies and entropies of activation.

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