CHEM 2311 Midterm: CHEM 2311 GT Examp4iii

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15 Feb 2019
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E4 practice-iii (answers not provided: (32 points) circle the letter on the right which corresponds to the answer to each question. 4 (vii) rank the following alkenes in order of decreasing exothermicity for their combustion (more exothermic > less exothermic) 3: 1 > 2 > 3, 3 > 1 > 2. Ff: (32 points) provide the structures (first five reactions) and reagents (last three reactions) to complete the following reaction schemes. Indicate the stereochemistry of the products wherever appropriate. Br: (20 points) the following transformations cannot be performed in a single step. Provide sequences of reactions, showing reagents and isolated synthetic intermediates, to achieve each transformation. Problem solving hints: each of these transformations requires 2-3 steps. Approach this type of problem by asking yourself what the final product can, in fact, be made from. Ho: (12 points) (a) reaction of cis-2-butene with br2 provides racemic 2,3-dibromobutane. However, reaction with oso4 followed by nahso3 gives meso-2,3-butanediol.

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