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how do we compare stability of free radical?
It is similar to comparing stabillity of carbocations. three degree radicals are more stable than 2 degree are more stable than 1 degree radicals. Also make sure of resonance stabilization/hyperconjugation/inductive effects which also may stabilize free radicals.
Order of stability of radicals :
3º benzylic > 2º benzylic > 3º > 1º benzylic ~ allylic > 2º > 1º > methyl radical > vinylic
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