Homework #15 - Bocknack CH 310M Spring 2010 Please submit...

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Bocknack CH 310M Spring 2010 UTEID: Please submit to the correct slot in the collection box outside WEL 2.212!!! Last Name: First Name: Score: Graded Homework Assignment #15 Deadline : 9:00 a.m., Friday, 4/9/10 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This assignment is worth a total of 40 raw points. 1. (20 points) Consider the overall transformation shown below. The major product is formed as a racemic mixture of enantiomers. Stereochemistry is NOT shown in the structure given. O CH 3 OH H 2 SO 4 (cat.) O O CH 3 (racemic) Propose a mechanism for this reaction. Use curved arrows to show movement of electron pairs, and be sure to draw structures of all important reaction intermediates. It is not necessary to show stereochemistry in any structures that you draw. Be sure to show all lone pairs and all nonzero formal charges in all structures that you draw, however! One of the important reaction intermediates is a resonance hybrid – please draw its two most important contributing resonance structures. In the
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This note was uploaded on 05/09/2011 for the course CH 310 M taught by Professor Iverson during the Spring '09 term at University of Texas at Austin.

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Homework #15 - Bocknack CH 310M Spring 2010 Please submit...

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