HW16 - Does this reaction take place under kinetic control...

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CH 310N Spring 2008 Last Name: First Name: Dr. Bocknack UTEID: Score: Graded Homework Problem #16 Deadline : 3:00 p.m., Thursday, 4/10/08 LATE WORK WILL NOT BE ACCEPTED OR GRADED!!! This problem is worth a total of 20 raw points. When 1,3-butadiene is treated with Cl 2 in CH 3 OH solvent, a mixture of isomeric products is isolated. The overall transformation and the relative amount of each constitutional isomer formed as a result of the reaction are shown below: + Cl Cl CH 3 OH Cl OCH 3 (30%; mixture of E and Z ) + OCH 3 Cl (70%; racemic) (a) (4 points)
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Unformatted text preview: Does this reaction take place under kinetic control or thermodynamic control. Circle your response below. It is not necessary to provide an explanation. KINETIC CONTROL THERMODYNAMIC CONTROL (b) (16 points) Propose a mechanism which accounts for formation of both products. Use curved arrows to show movement of electron pairs, and draw structures of all important reaction intermediates. If an intermediate is a resonance hybrid, please draw all of the important contributing resonance structures!!!...
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