Transcription of Chapter 15: Benzene and Aromaticity
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Chapter 15: Benzene and Aromaticity
11 Chapter 15: Benzene and AromaticityHHHHHHHHHHHHC6H62 -bonding MO -antibonding MOMO s of a C=C -bond * +235 KJ/mol-235 KJ/molfrom Chapter 123 -molecular orbitals of butadiene0 Nodes 3 bonding interactions 0 antibonding interactionsBONDING MO1 Nodes 2 bonding interactions 1 antibonding interactions BONDING MO2 Nodes 1 bonding interactions 2 antibonding interactions ANTIBONDING MO3 Nodes 0 bonding interactions 3 antibonding interactions ANTIBONDING MO 2 is the Highest Occupied Molecular Orbital (HOMO) 3 is the Lowest Unoccupied Molecular Orbital (LUMO)4 1 of butadiene (no nodes, bonding MO)The four -electrons in 1 are delocalizedover the four p-orbitals _+ _+ H3 CCH3H2 CCH2H2 CCHCH3H2 CCHCHCH2H2 CCHCHCH2 Table (p.)
of Butadiene (no nodes, bonding MO) The four π-electrons in ψ 1 are delocalized over the four p-orbitals ¥ ¥ ¥ ¥ _ + ¥ ¥ ¥ _ + ¥ H 3CCH 3H 2CCH 2H 2CCHCH 3 H 2CCHCHCH 2 H 2CCHCHCH 2 Table 14.2 (p. 528): Bond lengths in pm 154 133 149 148 134 Bonding Interaction
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