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In the following E2 elimination, two regioisomeric product can be envisioned.
4. In the following E2 elimination, two regioisomeric products can be envisioned. Explain why one of the products forms very slowly, while the other is not observed at all. Make clear drawings that indicate your understanding DMSO CI slow not observed
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Answer #1

In this E2 elimination one product is formed very slowly and other is not observed at all. This is according to Bredt's rule which states that bridgehead systems cannot have a double bond at bridge head position. Therefore amongst the given structures one of them is not formed.

Moreover the other product is also formed slowly due to puckered structure of Chloro Norborane , dehydrohalogenation reaction doesn't takes place easily.

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