Alkenes and Alkynes - URI Department of Chemistry

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10/29/2010Stability of AlkenesEnergy Diagram for Hydrogenation of cis- and trans- But-2-ene• Cis isomer is higher energy than the trans isomer• More energy released in the hydrogenation of the cis isomer than thetrans isomerStability of Alkenes• Energy Diagram for Hydrogenation of cis- and trans- But-2-ene• Cis isomer is higher energy than the trans isomer• More energy released in the hydrogenation of the cis isomer thanthe trans isomerStability of AlkenesCompare heats of hydrogenation ( H° hydrog ) for cis andtrans isomers• Trans isomer is more stable than cis isomer by 4kJ/mol2
10/29/2010Stability of AlkenesAlkenes become more stable with increasing substitutionStability of AlkenesStability of AlkenesStability order due to two factors• Hyperconjugation• Stabilizing interaction between the C=C bond and adjacent C-Hσ bonds on substituents• The more substituents there are the greater the stabilization of thealkene3
Page 1: 10/29/20107.5 Stability of AlkenesS
Page 6 and 7: 10/29/2010Electrophilic Addition Re
Page 8 and 9: 10/29/2010Orientation of Electrophi
Page 10: 10/29/2010Carbocation Structure and

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