I was reading the free radical reactions, therein I saw two almost same(atleast that's what i think) but forming different products.

First, we have cyclohexene reacting with Br2 in presence of sunlight. The product it gives is 3-bromo cyclohexene. The C=C bond doesn't break homolytically

Second, We have Kharasch Effect (Anti Markovnikov Reaction), in which the C=C bond breaks homolytically .

I am kinda confused as to when we have to break the C=C bond and when we have to break C-H bond.



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