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Question

Which of the following is true regarding Bredt's rule ?

A
A double bond cannot be formed at the bridgehead
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B
Double bonds can only be formed at the bridgehead
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C
Double bonds cannot be formed in the molecules having a bridgehead
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D
None of the above
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Solution

The correct option is A A double bond cannot be formed at the bridgehead
Bredt's rule:
The possibility of formation of multiple bonds, intermediates (cation and radical), transition states at the bridge head position is negligible because it creates a strain at the already strained position.
Bicyclic molecules having bridge can not have bridge head C as sp2 C
It is generally applicable for 8 or less membered rings and is not applicable for fused rings as well as for more than 8 membered rings.

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