Dolbier HW Solutions 242

Dolbier HW Solutions 242 - 236 CONJUGATION IN ALKADIENES...

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10.15 An electrophile is by de f nition an electron-seeker. When an electrophile attacks ethylene, it inter- acts with the p orbital because this is the orbital that contains electrons. The p * orbital of ethylene is unoccupied. 10.16 Analyze the reaction of two butadiene molecules by the Woodward Hoffmann rules by examining the symmetry properties of the highest occupied molecular orbital (HOMO) of one diene and the lowest unoccupied molecular orbital (LUMO) of the other. This reaction is forbidden by the Woodward Hoffmann rules. Both interactions involving the ends of the dienes need to be bonding for concerted cycloaddition to take place. Here, one is bonding and the other is antibonding. 10.17 Dienes and trienes are named according to the IUPAC convention by replacing the -
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This note was uploaded on 09/26/2011 for the course CHM 2210 taught by Professor Reynolds during the Fall '01 term at University of Florida.

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