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Two compounds, A and B , have the same molecular formula of C 6 H 1 2 . Determining the structure of unknown organic molecules

Two compounds, A and B, have the same molecular formula of C6H12. Determining the structure of unknown organic molecules is a common, and often challenging, task. One tool we can use is to subject a mystery molecule to a series of chemical reactions and analye the products. In a well-designed analysis, only a single substrate can make all the observed products. Use this strategy to identify the structures of mystery molecules A and B below.
a) Reaction of A with Br2 produces an achiral compound, C, with molecular formula C6H12Br2. When one mole of A is subjected to ozonolysis, 2 moles of a single ketone product (compound D) are produced. Determine the structures of A,C, and D.
b) Reaction of B with aqueous Cl2 produces an achiral chlorohydrin, E. When B is subjected to ozonolysis, the products are an aldehyde (compound F) and a ketone (compound G). Determine the structures of B,E, and F.
Compound G (a ketone)
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