Free Radical Stability

  • #1
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Homework Statement




Homework Equations




The Attempt at a Solution


option 1: 1 degree C
option 2: 1 degree C
option 3: 3 degree C
option 4: 1 degree C

SO the answer should be option 3?
 

Answers and Replies

  • #2
Suraj M
Gold Member
599
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Is that the only stabilizing factor involved here?
Any polar effect involved?
PS- always thought saying tertiary or secondary carbon was a more universal naming system
 
  • #3
Is that the only stabilizing factor involved here?
Any polar effect involved?
PS- always thought saying tertiary or secondary carbon was a more universal naming system
Why would there be a polar effect? Carbon and hydrogen have very similar electronegativities.
Yeah tertiary and primary are the universal terms, somehow this book doesn't refer to them as tertiary and primary carbons but as 1 degree, 2 degree and 3 degree carbons.
 
  • #4
Suraj M
Gold Member
599
39
By polar effect, I am referring to mesmeric effect in this case
 
  • #5
By polar effect, I am referring to mesmeric effect in this case
If the mesomeric effect is considered, then option 3 and 4 are ruled out. But I don't understand why I can't just see which carbon is tertiary and say that's the most stable.
 
  • #6
Suraj M
Gold Member
599
39
Mesmeric effect ALWAYS dominates here
 
  • #7
Suraj M
Gold Member
599
39
Decide between 1 and 2 then
 
  • #8
3
0
I suggest thinking about what types of resonance give the greatest stability. Also consider drawing out resonance structures. Radical stability trends closely resemble carbocation trends (tertiary > secondary > primary). Think about where aromaticity fits into this trend.
 

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