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Unformatted text preview: d) There is only 1,2-adduct possible in this reaction. e) There is only 1,4-adduct possible in this reaction. 22. (2 pts) How many isomers, including stereoisomers, form in this reaction? a) 2 b) 4 c) 6 d) 8 e) 16 D-Cl D D Cl Cl D D Cl Cl 1,2-1,4-Comments: This question is about conjugate addition. A simple drawing of the two resonance structures of the allylic cation is all that is needed to draw the products. As can be seen the 1,2- and 1,4- adducts are the same, except for the isotopic substitution. Since the deuteration (addition of D + ) can happen from either face of the ring, and the addition of Cl to the planar carbocation can also happen from both faces, all stereochemical outcomes are possible on both chiral centers in each adduct, giving 8 total isomers. Similar problems include: PE4A: 8 and homework 14.26. Counting isomers (including stereoisomers) is standard on our exam)....
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This note was uploaded on 01/12/2010 for the course PSYCH 100 taught by Professor Matchock,robert during the Fall '07 term at Pennsylvania State University, University Park.
- Fall '07