Comments on: A Fourth Alkene Addition Pattern – Free Radical Addition https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/ Tue, 30 Jul 2024 15:27:36 +0000 hourly 1 https://wordpress.org/?v=6.6.2 By: James Ashenhurst https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/#comment-701630 Tue, 30 Jul 2024 15:27:36 +0000 https://www.masterorganicchemistry.com/?p=7217#comment-701630 In reply to eldwin cheung.

There are no carbocation shifts in free-radical chemistry.

]]> By: eldwin cheung https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/#comment-700446 Sat, 20 Jul 2024 00:06:08 +0000 https://www.masterorganicchemistry.com/?p=7217#comment-700446 are carbocation shifts possible in the time betw Br attachment and H-attachment?

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/#comment-556980 Thu, 27 Jun 2019 04:32:01 +0000 https://www.masterorganicchemistry.com/?p=7217#comment-556980 In reply to Oosman.

Thank you.

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/#comment-556979 Thu, 27 Jun 2019 04:31:33 +0000 https://www.masterorganicchemistry.com/?p=7217#comment-556979 In reply to Nicholas Morjana.

Either can work. For an example, see here (benzylic bromination of xylene) http://www.orgsyn.org/demo.aspx?prep=CV4P0984

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/#comment-556978 Thu, 27 Jun 2019 04:30:19 +0000 https://www.masterorganicchemistry.com/?p=7217#comment-556978 In reply to Alex.

Do you have a specific example?

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/#comment-556977 Thu, 27 Jun 2019 04:29:49 +0000 https://www.masterorganicchemistry.com/?p=7217#comment-556977 In reply to vivek.

I think so, yes. Is it necessary to learn the value of the hands in poker?

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/#comment-556976 Thu, 27 Jun 2019 04:29:25 +0000 https://www.masterorganicchemistry.com/?p=7217#comment-556976 In reply to Fon.

Reaction with Br will give the hydrogen radical, H• , which is considerably less stable than the bromine radical. And formation of the C-Br bond is much weaker than formation of the C-H bond.

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/#comment-556975 Thu, 27 Jun 2019 04:28:10 +0000 https://www.masterorganicchemistry.com/?p=7217#comment-556975 In reply to AB.

The stability of the stereoisomers? It will be mixture of configurations. Hard to generalize.

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/#comment-556974 Thu, 27 Jun 2019 04:26:53 +0000 https://www.masterorganicchemistry.com/?p=7217#comment-556974 In reply to Gina.

The radical pathway requires peroxides. The “ionic” pathway involves carbocations and is covered here: https://www.masterorganicchemistry.com/2013/02/22/addition-pattern-1-the-carbocation-pathway/

]]> By: James Ashenhurst https://www.masterorganicchemistry.com/2013/04/12/addition-hbr-alkenes-roor-peroxides-free-radical/#comment-556973 Thu, 27 Jun 2019 04:25:26 +0000 https://www.masterorganicchemistry.com/?p=7217#comment-556973 In reply to Deadpool56.

This is incorrect.

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