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Shweta Thakur posted an Question
April 06, 2021 • 02:45 am 30 points
  • IIT JAM
  • Chemistry (CY)

Bredts rule is only for carbocation or free radical ....why not for carbianion

bredts rule is only for carbocation or free radical ....why not for carbianion

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  • Achyut ranjan gogoi best-answer

    Bredt's rule is an empirical observation in organic chemistry that states that a double bond cannot be placed at the bridgehead of a bridged ring system, unless the rings are large enough. sp2 atom can't form at bridged site due to rigidity. as carboanion is sp3 that can form that's why it is only applicable to norborane type system

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    Priyanshu kumar best-answer

    Bridgehead carbanions are not planar, but in fact, pyramidal. So, they are definitely not sp2 and hence, the Bredt rule isn't violated. Bredt's rule is for sp2 hybridisation.

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    Dinesh khalmaniya 1 Best Answer

    Because Carbanion is SP3 hybridised so it can exist at bridge head position.. Bridts rule is applicable only for sp2 hybridised carbon i.e., carbocation or alkene which is planar and less or not stable at bridge head position. As well as bridge size increase, planarity increase so stability increase.

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