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![[Post New]](/templates/default/images/icon_minipost_new.gif) 11 May 2008 12:09:58 IST
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major product of d rxn....
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11 May 2008 12:13:33 IST
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the reaction proceeds through free radical mechanism
the stabe free radical is formed at the bridge head because free radicals can be pyramidal
so the hydrogen atoms at the bridge heads would be replaced
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11 May 2008 14:57:37 IST
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The answer shud be-
(AS given in figure)
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11 May 2008 20:51:04 IST
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no tarin...d answer given isnt tat....d ring xpands...
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11 May 2008 22:03:31 IST
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tarin is right .as the carbon atoom is sp3 hybridized...therefore it would be easy 2 substitute br there..got ma point!!
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quote by swami vivekananda ji -In a day, when u don't come across any problem- u can be sure that u are traveling in a wrong path.... |
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11 May 2008 22:25:01 IST
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Generally ring expansion/contraction is not favoured in free radicals becoz breaking a bond homolytically requires a lot of energy.
But it maybe possible that is a specific ques or maybe some exception.
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11 May 2008 22:33:21 IST
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Re:major product of d rxn....
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Nitwit Blubber Odment Tweak
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11 May 2008 22:37:04 IST
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But isn't the bridgehead position unstable?
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11 May 2008 22:46:00 IST
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Many free-radical reactions have been observed at bridgehead carbons, as in formation of bromide demonstrating that the free radical need not be planar.However, treatment of norbornane with sulfuryl chloride and benzoylperoxide gave mostly 2-chloronorbornane, though the bridgehead position is tertiary.So, while bridgehead free-radical substitution is possible, it is not preferred, presumably because of the strain involved.
-Jerry March's advanced organic chem
I dont know much abt the reaction of bicyclo compounds, but this is what I got from Jerry March. The first line of this para says that bridgehead substitution is possible and observed.
I dont what is this chloronorborane. If anyone of U can draw this compound and explain what is actually said in the para abt the reaction on chloronorborane, I think we can reach to a final conclusion becoz U cant think that a buk like Jerry March is wrong. It is one of the best buks of organic chem.
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Check out my blog at:
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Posts:
Can marks really judge a student??
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11 May 2008 22:48:37 IST
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last line of para says it is not preferred..
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11 May 2008 22:51:19 IST
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Arre read first line. It IS OBSERVED IN CASE OF BROMINE due to its very high selectivity.
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The quality of a person's life is in direct proportion to their commitment to excellence, regardless of their chosen field of endeavor.
It is during our darkest moments that we must focus to see the light.
Check out my blog at:
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12 May 2008 12:57:43 IST
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d answr givn is dis .... :(
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Believe in the best though it seems hidden. Know that it will come though it's not in sight.
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