My organic chemistry textbook says:

Haloalkanes on heating at 573K or in presence of anhydrous at low temperature undergo molecular rearrangement to form an isomeric haloalkane. enter image description here

I noticed a similarity in these two examples. In both cases, a primary halide was getting converted into a secondary hailde.

Now, can somebody show the actual mechanism of this isomerisation reaction? Also, does the phenomenon I mentioned have something to do with the mechanism?

  • 6
    $\begingroup$ Note that this occurs at high temperature or in the presence of a Lewis acid. The intermediate is the AlCl3X anion - alkyl cation ion pair (X = halogen). You get a hydride shift to give the most stable alkyl cation $\endgroup$
    – Waylander
    Jun 23, 2021 at 8:51


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