POD19 - draw all of the important contributing resonance...

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CH s310N/s318N Summer 2008 Last Name: First Name: Dr. Bocknack UTEID: Score: Problem of the Day #19 Deadline : 3:00 p.m., Thursday, 8/14/08 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth 20 raw points. Propose a mechanism to account for the overall transformation shown below. As usual, use curved arrows to show movement of electron pairs, and be sure to draw structures of all important reaction intermediates. If an intermediate is a resonance hybrid, please
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Unformatted text preview: draw all of the important contributing resonance structures!!! It is not necessary to draw both resonance structures for an aromatic ring, however. Note that this reaction occurs under acidic conditions, so any charged intermediates should be cationic!!! You may assume that hydronium (H 3 O + ) is present under the given reaction conditions you do not need to show how H 3 O + is formed. H 2 O H 2 SO 4 (cat.)...
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