Asked Nov 25, 2019

Compound A has the formula C9H19Cl. B is a C9H19Br compound.
A and B undergo base-promoted E2 elimination to give the same alkene C as the major product as well as different minor products.
C reacts with one molar equivalent of hydrogen in the presence of a palladium catalyst to form 2,6-dimethylheptane.
Addition of HCl to C yields A as the major product.
Propose structures for A and B.


Expert Answer

Step 1

According to the question, A and B are haloalkanes that on reaction with a base form an alkene C as the major product. Compound C r...


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CI 3-bromo-2,6 dimethylheptane 2-chloro-2,6-dimethylheptane Br (A) (B) Base Base 2,6-dimethylhept-2-ene (Major) (C) HCl H2 2-chloro-2,6-dimethylheptane 2,6-dimethylheptane (A)


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