Transcription of Chem 232 Final Problem Set key
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Chem 232D. J. Set 9 Question in order of increasing number of chirality centers (1 = fewest chirality centers; 5 = most chirality). in order of increasing rate of SN2 substitution (1 = slowest rate; 5 = fastest rate). the following molecular orbitals in order of decreasing energy (1 = highest energy; 4 = lowest energy) in order of increasing number of chirality centers (1 = fewest chirality centers; 5 = most chiralitycenters). in order of increasing heat of hydrogenation ( Hhydrog) (1 = lowest Hhydrog, least exothermic; 5 = highest ( Hhydrog, most exothermic). in order increasing stability (1 = least stable, highest energy; 4 = most stable, lowest energy). in order of increasing index of hydrogen deficiency (IHD) (1 = lowest IHD; 5 = highest IHD).)
Substitution of alkyl halides can compete with elimination as shown in the figure below. Clearly state three conditions (or circumstances) that favor substitution over elimination. Based on those conditions, draw the expected major product for the two reactions below. Br NaN 3 Br KOC 1. 2. 3. Le av ing rou ps my, allylic or benzylic carbon atom
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