Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: jongokkim on December 05, 2012, 07:24:51 AM
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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? Name it & explain its formation with a scheme of reactions (mechanism not required)
b) when the dichloro product was subjected to an E1 reaction, two alkenes were formed. What are they? Show in detail, the mechanism for the formation of these E1 products. ???
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If I understand the question correctly, then I'd like to suggest that cyclopropanes can sometimes react as though they were a double bond with ring opening. If that were to happen here, what would be the product?
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ok my attempt at solving this is
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First you need to get your starting material right - that doesn't appear to be a tricyclic compound you are starting with.
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The starting material should look like a cyclopropane with two cyclobutane rings annealated to the same bond of the cyclopropane. Hint, that is the bond that breaks in the chlorination. Hint #2, Bredt's Law was probably discussed in class.