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Ask iit jee aieee pet cbse icse state board community Community Discussion Question: Carbocation stability
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sachin_gupta1991 (69)

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Which is more stable:
 
a)  A benzene ring with one carbon having a positive charge, or
b)  Vinylic carbocation
    
Ronaldooo (44)

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sachin_gupta1991 (69)

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No,that's the wrong answer. 
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coolriya (482)

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edited

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ramkumar_november (1266)

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order given by coolriya is wrong..... here is the correct order
 
order of stability of carbocations:
 
benzyl>allyl>tertiary>secondary>primary>CH3>vinyl>phenyl
 
sp phenyl carbocation is the most unstable...
 
 
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karthik2007 (3349)

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Yes, ramkumar is correct. Benzyl carbocations and Allylic carbocations have there own superstability.

Will nip in at times to solve problems :)
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adityaraj (72)

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benzyl will have more stability since with resonance it show hyperconjugation in accordance.
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coolriya (482)

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it was given in my time material..........! ! ! ive studied it.........

k...........maybe im wrong.....pls justify ur order...

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karthik2007 (3349)

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Then your material is wrong - anyway... the simple reason behind it is the resonance stability.

Will nip in at times to solve problems :)
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coolriya (482)

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oops.....

i thought benzene with positive charge to b benzylic cation .............

k nw got it...........

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deadmanpb (11)

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it's Vinylic carbocation
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pardesi (531)

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no cool riya is right...Resonance is just another phenomenon...why do u give it godly status....check out the values in morrison or some other gud books
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RyuAmakusa (461)

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one thing we must have in mind is that we can compare the stability
based on resonance only for similar structures.i mean say benzene carbocation without resonance has energy say 60. now due to resonance it may become 30.now we cant say that Vinylic carbocation will have more energy than benzene carbocation.pardesi is correct i guess bcos only based on the values u can conclude.
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adityaraj (72)

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it is benzylic carbocation may be u ppl who are supporting cool riya are missing that.
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RyuAmakusa (461)

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may be i thaught it was pheny and i still think that it is pheny (benzene ring with one carbon having positive charge??????? )l.but as i said before u can conclude only basen on the experimental results.and stability based on resonance is only for similar structures.
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