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Why HCl and HI do not …

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Why HCl and HI do not take part in anit-markovnikov's rule based reaction
  • 2 answers

Tanisha Yadav 3 years, 6 months ago

In the presence of organic peroxides, bromides will take part in radical based reactions. Fission of the peroxide O-O linkage will induce a Br radical which behaves differently to Bromide, by adding to the less substituted side of the alkene (anti - markovnikov). HI and HCl do not do this for energetic reasons. The addition of Cl and I radicals to the alkene in an anti-markovnikov fashion is an endothermic reaction and therefore unfavourable. Without the presence of peroxide, all hydrogen halides will add according to the markovnikov rule.

Yogita Ingle 3 years, 6 months ago

In the presence of organic peroxides, bromides will take part in radical based reactions. Fission of the peroxide O-O linkage will induce a Br radical which behaves differently to Bromide, by adding to the less substituted side of the alkene (anti - markovnikov). HI and HCl do not do this for energetic reasons. 

The addition of Cl and I radicals to the alkene in an anti-markovnikov fashion is an endothermic reaction and therefore unfavourable. Without the presence of peroxide, all hydrogen halides will add according to the markovnikov rule.

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