POD18Key - box labeled LEAST IMPORTANT with the symbol X....

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Problem of the Day #18 – Answer Key Deadline : 3:00 p.m., Wednesday, 8/13/08 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. When 1,3,5-hexatriene is exposed to one equivalent of HBr, an addition reaction occurs which produces a mixture of three different constitutional isomers. The reaction mechanism is outlined below. The intermediate that is formed in the first step is a resonance hybrid. Draw the three important contributing resonance structures, one per box. One of these resonance structures is relatively less important than the other two – indicate which one by marking the
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Unformatted text preview: box labeled LEAST IMPORTANT with the symbol X. Draw the addition product that arises due to each resonance structure in the PRODUCT box beneath it. Identify the KINETIC PRODUCT by writing the letter K in the small box below it. Identify the THERMODYNAMIC PRODUCT by writing the letter T in the small box below it. H Br PRODUCTS: Br Br Br X Br Br Br K T LEAST IMPORTANT LEAST IMPORTANT LEAST IMPORTANT...
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