W wifi08 Full Member 10+ Year Member 15+ Year Member Aug 4, 2008 #1 Advertisement - Members don't see this ad which yeilds a more stable carbocation/radical 1)H2C=CH+ vinylic 2)H2C=CH-CH2+ allylic 3) +methylcyclohexane i.e. a primary carbon also, which is least reactive towards SN2? CH3CH2CH2I CH3CH2CH2BR
Advertisement - Members don't see this ad which yeilds a more stable carbocation/radical 1)H2C=CH+ vinylic 2)H2C=CH-CH2+ allylic 3) +methylcyclohexane i.e. a primary carbon also, which is least reactive towards SN2? CH3CH2CH2I CH3CH2CH2BR
klutzy1987 StudyingSucks Letsgo Mets 10+ Year Member 15+ Year Member Aug 4, 2008 #2 wifi08 said: which yeilds a more stable carbocation/radical 1)H2C=CH+ vinylic 2)H2C=CH-CH2+ allylic 3) +methylcyclohexane i.e. a primary carbon also, which is least reactive towards SN2? CH3CH2CH2I CH3CH2CH2BR Click to expand... The allyl is resonance stabilized and therefore is the more stable carbocation. I is a much better leaving group than Br and therefore will be much more reactive towards Sn2 reaction than Br. Upvote 0 Downvote
wifi08 said: which yeilds a more stable carbocation/radical 1)H2C=CH+ vinylic 2)H2C=CH-CH2+ allylic 3) +methylcyclohexane i.e. a primary carbon also, which is least reactive towards SN2? CH3CH2CH2I CH3CH2CH2BR Click to expand... The allyl is resonance stabilized and therefore is the more stable carbocation. I is a much better leaving group than Br and therefore will be much more reactive towards Sn2 reaction than Br.
W wifi08 Full Member 10+ Year Member 15+ Year Member Aug 4, 2008 #3 but what about vinylic vs the primary carbon which will yield more stable carbocation? Upvote 0 Downvote
C chemtex2008 Full Member 10+ Year Member 15+ Year Member Aug 4, 2008 #4 Primary carbocations are the worst!!! You never see this happen in chemistry (except in very high energy situations such as with mass spec). Upvote 0 Downvote
Primary carbocations are the worst!!! You never see this happen in chemistry (except in very high energy situations such as with mass spec).
doc3232 Full Member 10+ Year Member 15+ Year Member Aug 4, 2008 #5 klutzy1987 said: The allyl is resonance stabilized and therefore is the more stable carbocation. I is a much better leaving group than Br and therefore will be much more reactive towards Sn2 reaction than Br. Click to expand... Not that much more reactive, but ya as he said. Br is a very good leaving group. Upvote 0 Downvote
klutzy1987 said: The allyl is resonance stabilized and therefore is the more stable carbocation. I is a much better leaving group than Br and therefore will be much more reactive towards Sn2 reaction than Br. Click to expand... Not that much more reactive, but ya as he said. Br is a very good leaving group.