Eletrophilic addition of Bromine to alkene involves bridge bromonium ion.Explain?

1 Answer
Mar 22, 2018

The halonium ion is invoked to account for the observed stereochemistry of addition when an olefinic ring is brominated....

Explanation:

The bromines in the final product are TRANS....and this is accounted for by the intermediacy of a cationic three-membered ring containing bromine..

https://en.wikipedia.org/wiki/Halonium_ion

Such intermediates have been isolated...and unambiguously characterized....

https://en.wikipedia.org/wiki/Halonium_ion

https://en.wikipedia.org/wiki/Halonium_ion

In the given example, there is a lot of shrubbery around the three-membered ring, and this enables its isolation as a salt....