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Quote from: noork85 on May 19, 2013, 02:50:24 AMQuote from: discodermolide on May 18, 2013, 11:37:08 PMBetter. Note the cation is stabilised by resonance with the double bond, it is an allylic cation.gotcha. thanks alot!!By "shape" of carbocation I meant to guide you towards planarity, then the stereochemistry. As an exercise, try to predict the products, both the stereochemistry and the regiochemistry when the following is subject to the same reaction condition ( kept in methanol ) : Consider that I've already given you a hint.
Quote from: discodermolide on May 18, 2013, 11:37:08 PMBetter. Note the cation is stabilised by resonance with the double bond, it is an allylic cation.gotcha. thanks alot!!
Better. Note the cation is stabilised by resonance with the double bond, it is an allylic cation.
Quote from: TheOrganic on May 19, 2013, 05:05:05 PMQuote from: noork85 on May 19, 2013, 02:50:24 AMQuote from: discodermolide on May 18, 2013, 11:37:08 PMBetter. Note the cation is stabilised by resonance with the double bond, it is an allylic cation.gotcha. thanks alot!!By "shape" of carbocation I meant to guide you towards planarity, then the stereochemistry. As an exercise, try to predict the products, both the stereochemistry and the regiochemistry when the following is subject to the same reaction condition ( kept in methanol ) : Consider that I've already given you a hint.but the methanol should be able to attack from the front or the back
Quote from: noork85 on May 19, 2013, 07:14:17 PMQuote from: TheOrganic on May 19, 2013, 05:05:05 PMQuote from: noork85 on May 19, 2013, 02:50:24 AMQuote from: discodermolide on May 18, 2013, 11:37:08 PMBetter. Note the cation is stabilised by resonance with the double bond, it is an allylic cation.gotcha. thanks alot!!By "shape" of carbocation I meant to guide you towards planarity, then the stereochemistry. As an exercise, try to predict the products, both the stereochemistry and the regiochemistry when the following is subject to the same reaction condition ( kept in methanol ) : Consider that I've already given you a hint.but the methanol should be able to attack from the front or the backGood. Go ahead.
You are ignoring the resonating structures of the carbocation. When you label any one of the carbon, the resonating structures won't be equivalent per se.