HW #13 Key - 2 SO 4 is dissolved in H 2 O is H 3 O – it...

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Bocknack CH 310M/318M Fall 2008 Graded Homework Problem #13 – Answer Key Deadline : 3:00 p.m., Thursday, 10/30/08 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. Propose a mechanism for the overall transformation given below. Used curved arrows to show movement of electron pairs , and be sure to draw structures for all important reaction intermediates. If an intermediate is a resonance hybrid, it is only necessary to draw the MOST IMPORTANT contributing resonance structure. You may assume that H 2 O is present in large excess. You may also assume that the reactive acid present when a catalytic amount of H
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Unformatted text preview: 2 SO 4 is dissolved in H 2 O is H 3 O + – it is not necessary to show how H 3 O + is generated under these reaction conditions. To help you get started, the reactants involved in the first step of the mechanism are written below the overall transformation. H 3 O + acts as a catalyst in this reaction, so to receive full credit, your mechanism should show how H 3 O + is regenerated at the end of the mechanism! H 2 SO 4 (cat.) H 2 O (large excess) OH H O H H H H O H H H O H H O H H H O H H OH O H H hydride shift...
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