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Topic: Free radical mechanism  (Read 3167 times)

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Offline apricimo

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Free radical mechanism
« on: January 02, 2007, 09:30:14 PM »
O.k. when I react (2E)-4-methylpent-2-ene with NBS "in free radical mechanism" I get 4 resonance structures and therefore 4 possible products. I guess I can only give their names

1.)(2E)-1-bromo-4-methylpent-2-ene (Primary)
2.)3-bromo-4-methylpent-1-ene (seconday)
3.)4-bromo-2-methylpent-2-ene (seconday)
4.)(2E)-4-bromo-4-methylpent-2-ene (teriary)

The primary, secondary etc corresponds to the where the bromine attached itself thefore the radical resonance struture. My question is which ones are major, minor, or do not form at all.

If you don't want to look at the indivdual structures then maybe you can asnwer my question this way. If I react anything and because of resonance a primary a seconday and tertiary resonance structures all are allowed to exist. Do all of these then go further reaction and the products are lets say 5%, 10%, 85%; or do only the most stable structure undergo further reaction and we dont even have to worry about primary radical formation.

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