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rakesh61 (1898)

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33.Which of the following will undergo fastestdehydrobromination?
(1)

(2)

(3)

(4)

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ramyadiamond (1297)

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I think it is C. bcoz, it forms a more stabler intermediate, which undergoes mesomeric resonance within its ring, and hence is more stable.
In (c),
    (1)      (2)
 
if u rewrite ring 2 with the double bond from ring 1 in it, then, u'll find that it'll have 3 resonating structures, which adds to its stability. Hence more is the stability, faster is the formation of intermediate(as it has to cross a smaller energy barrier), and hence faster is the reaction.
 
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ankitadg (7)

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c) as it will lead to a conjugated system
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madhusudan.chavan (1034)

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Compound III will undergo fastest dehydrobromination as it will lead to more stable product; the intermediate carbocation in this case is stabilized by resonance than the other compounds..
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khinart (223)

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Remember a conjugated system is there in c) so c is the answer

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