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HW13MWF9a - (b(15 points In the space below propose a...

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MWF 9:00 Section – Bocknack CH 310M/318M Fall 2009 UTEID: Please submit to the correct slot in the collection box outside WEL 2.212!!! Last Name: First Name: Score: Graded Homework Problem #13 Deadline : 3:00 p.m., Thursday, 10/29/09 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. (a) (5 points) When methylenecyclopentane is exposed to HCl, a single, achiral product is formed. Please draw the structure of this product in the empty box below.
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Unformatted text preview: (b) (15 points) In the space below, propose a mechanism for the reaction described above. Use 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, please draw all important contributing resonance structures. For full credit, your mechanism needs to be consistent with the product you drew in your answer for Part (a)! HCl...
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