CH223 001 HW 2 - CH223 001 HW 2...

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CH223 001 HW 2 (Daily) SHAW ROBERT H CH 223, section 001, Fall 2008 Instructor: Kay Sandberg Web Assign Current Score: 8 out of 10 Due: Monday, August 25, 2008 07:00 AM EDT Description This assignment corresponds to Lecture 2 and the DE presentations which accompany it. Instructions The due date for this assignment is past. Your work can be viewed below, but no changes can be made. 1. 1/1 points Draw the skeletal structure of the organic species that results from following the electron flow arrows given. This only encompasses Step 2 of EAS. CCC1C=C[C+](C(C)(C)C)C=C1 CH223 001 HW 2 http://www.webassign.net/[email protected]/student.pl?e=2008120708... 1 of 6 12/7/2008 3:44 AM
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Solution or Explanation The resonance stabilized carbocation forms in the ring with the most stable resonance structure having the carbocation 3 o . 2. 3/3 points Draw the skeletal structure of the indicated species that results from following steps. Hints: don't forget that rearrangements occur if a more stable carbocation can be formed. Also, hydrides are not the only things that can shift! Lastly, tertiary carbocations are more stable than
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