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Unformatted text preview: Oxidative cleavage of A with hot basic potassium permanganate yields 2-methylpropanoic acid and carbon dioxide. The same oxidative cleavage of F or H yields only 2-methylpropanoic acid. Oxidation of F with osmium tetroxide produces an achiral diol, G . Bromination of H produces an achiral dibromide, I . 3. Provide a synthesis for the following racemic cyclopropyl alkane. You can use any reagent, but you must use propyne and 1-chlorobutane. Challenge Problem 4. Below is an example of hydrohalogenation involving a rearrangement. Using the curved arrow formalism, show all the bond breaking and bond making steps of the following reaction....
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- Spring '08