Homework Answers
I am going to explain this through free radical
mechanism.
There will be 2 free radicals formed.
1st free radical is formed when hydrogen is removed from ring. In this case Carbon from which Hydrogen is removed becomes SP hybridised. This carbon is free radical
2nd free radical is formed when hydrogen is removed from propylic carbon. In this case Carbon from which Hydrogen is removed becomes SP2 hybridised. This carbon is free radical
Sp2 hybridised free radical carbon is more stable than SP hybridised free radical carbon.
So homobenzylic one is more reactive than bezylic one.
--------------------
Comparing with other secondary Hydrogen, homobenzylic one is less
reactive due to presence of ring.
Ring causes -I effect and makes homobenzylic free radical carbon
less stable
Inductive effect is originated by the ring
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