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Hello there. Here's a problem that appeared on one of my tests.

What is the order of reactivity of halogens in electrophilic addition reaction via formation of cyclohalonium intermediate?

I tried to predict it using the mechanism, but couldn't reach a conclusion. Is this based on thermodynamic and kinetic data?

Here's the mechanism involving bromine, for reference:

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Could someone please provide a detailed explanation for the above problem, with data if possible?

Thanks a lot.

  • $\begingroup$ related chemistry.stackexchange.com/questions/41130/… $\endgroup$ – Mithoron Jan 3 '18 at 16:16
  • $\begingroup$ Good to learn something new, but it didn't answer my question. $\endgroup$ – arya_stark Jan 3 '18 at 16:18
  • $\begingroup$ Edit your question to remove salutation/thanks etc. Also add what you think about possible answer. This is rather important question so it should be rather improved then tempt to be closed as homework. $\endgroup$ – Mithoron Jan 3 '18 at 16:22

ans is d Normally not possible to F2 because it is highly exothermic with I2 reversible reaction takes place due to more E.N of Cl2 compare to Br2. It does not give e pair to carbocation


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