question on carbocation stability

[spoog74]

Advertisement - Members don't see this ad

in crack dat science, a question asked which was the most stable carbocation in acidic solution and the 2 options came down to allylic or teriary.. and the allylic carbocation wasnt even secondary or tertiary...

The answer said it was allylic but i beg to differ. I remember learning precisely that tertiary was more stable for carbocations , but radicals however were more stable as allylic.....


Can someone confirm this?

 

[molar3]

in crack dat science, a question asked which was the most stable carbocation in acidic solution and the 2 options came down to allylic or teriary.. and the allylic carbocation wasnt even secondary or tertiary...

The answer said it was allylic but i beg to differ. I remember learning precisely that tertiary was more stable for carbocations , but radicals however were more stable as allylic.....


Can someone confirm this?

allylic, due to resonance. resonance stabalization=sweet

 

[spoog74]

allylic, due to resonance. resonance stabalization=sweet

so for allylic AND for carbocations the trend is the same?


methyl < prim < sec < teriary < allylic=benzyllic?

 

[casper22]

so for allylic AND for carbocations the trend is the same?


methyl < prim < sec < teriary < allylic=benzyllic?

Did you mean to say radical, then yes, radical and carbocations have same trend and the trend reverses for carboanion...

 

[JustwantDDS]

wait i thought it was that allylic benzyllic are just better than primary

not > tertiary??

 

[LaughingGas]

wait i thought it was that allylic benzyllic are just better than primary

not > tertiary??

Best to Worst

3 Benzyllic/ Allilyc > 2 benzylic/allylic = 3 carbocation > 1 benzylic/allylic = 2 carbocation > 2nd vinylic = 1 carbocation > 1 vinylic = methyl