Bicyclic organic compounds: THIS QUESTION IS FOR OTA 104318 ONLY
The reaction of tricyclo[2.2.1.0]heptane with chlorine in UV light results in formation of a dichloro-product with ring-opening.
a)What is the product and present a detailed mechanism to account for its formation.
b)When the dichloro-product was subjected to an E1 reaction, an alkene was formed. What is the product and show the detailed mechanism for the formation of this alkene.
I don't understand why nothing will happen when tricyclo[2.2.1.0] is subjected to an E1 reaction. The structure you drew, was for tricyclo[2.2.1] the reasoning for no reaction makes sense here i.e. that no carbocation can form at the bridgehead.
Can you please clarify. Also, my prof. said that there should be one double bond in the final structure, if this is true why, and why does the double bond choose one side and not the other?
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