JEE MainChemistryBasics of Organic ChemistryMCQ+4 / −1
The increasing order of stability of the following free radicals is
- A<<<
- B<<<
- C<<<
- D<<<
View written solutionFree
Correct answer: B
- Identify the radicals
The given radicals are:
- : secondary alkyl radical
- : tertiary alkyl radical
- : diphenylmethyl radical
- : triphenylmethyl radical
- Recall the factors affecting free radical stability
Free radicals are stabilized mainly by:
- Hyperconjugation from alkyl groups
- Resonance delocalization into adjacent systems
Now compare:
- Alkyl radicals are stabilized by hyperconjugation.
- Benzylic/phenyl-substituted radicals are much more stabilized because the unpaired electron can delocalize by resonance over phenyl rings.
- More phenyl rings attached to the radical center more resonance stabilization.
Thus,
- is more stable than due to greater hyperconjugation.
- is more stable than because resonance stabilization from two phenyl rings is stronger than alkyl hyperconjugation.
- is the most stable because the unpaired electron is delocalized over three phenyl rings.
- Write the increasing order
Therefore, the increasing order of stability is:
- Match with the options
This corresponds to Option B.
- Comparison with stored answer
Stored correct answer = B
Our derived answer = B
So, the answers agree.
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