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Problem Set 9 Solutions 1. For each of the following molecules, provide a Lewis structure, including resonance and formal charge. Predict the electron-domain geometry, the molecular geometry, and the hybridization of the central atom. For each nonionic species, state whether it will be polar or nonpolar. (2 pts each, 8 pts total) Lewis Structure a) O Se O O Se O F Xe e–-Domain Geometry Molecular Geometry Hybridization Polarity trigonal planar bent sp2 polar octahedral square planar sp3d2 nonpolar trigonal bipyramidal trigonal bipyramidal sp3d nonpolar trigonal bipyramidal linear sp3d N/A b) F F F c) Cl Cl P Cl Cl Cl d) F Br F 2. a) Consider methyl cyanide, H3CCN. (8 pts total) Draw the best possible Lewis structure of methyl cyanide. (2 pts) H H C C N H b) Predict the geometry and hybridization of each carbon atom. (2 pts) left C: tetrahedral, sp3 right C: linear, sp c) Describe the bonding in this molecule in terms of sigma (σ) and/or pi (π) bonds and the orbitals involved in bond formation. (4 pts) There are three σ bonds made between left C sp3 hybrid orbitals and H s-orbitals. There is one σ bond made between left C sp3 hybrid orbital and right C sp hybrid orbital. There is one σ bond made between right C sp hybrid orbital and N sp hybrid orbital. There are two π bonds made between right C unhybridized p-orbitals and N unhybridized porbitals. 3. a) (10 pts total) Draw an energy-level diagram for the valence molecular orbitals of CO. Include the relevant atomic orbitals in your diagram. Clearly label each molecular orbital (e.g σ2s, π2p, etc.) and fill in the appropriate number of electrons. Use the same energy order as the neutral O2 molecule. (3 pts) σ2p* π2p* 2p π2p σ2p σ2s* 2s C 2s atomic orbitals O σ2s atomic orbitals CO molecular orbitals b) Is CO paramagnetic or diamagnetic? What is the bond order of CO? c) Draw a Lewis structure for CO. Does this match the predicted bond order? (2 pts) C d) O diamagnetic 3 (2 pts) Yes, it has a triple bond (bond order of 3) CO can react with OH– to form the formate ion, HCO2–. Draw the best possible Lewis structure for the formate ion. Include any non-zero formal charges and resonance if appropriate. Describe the bonding in terms of sigma (σ) and/or pi (π) bonds, discussing the orbitals involved in bond formation, and describing any delocalization if appropriate. (Note: In the formate ion, C is the only central atom; the H is bonded to C.) (3 pts) O H C O H O C O There is one σ bond made between C sp2 hybrid orbital and H s-orbital. There are two σ bonds made between C sp2 hybrid orbitals and sp2 hybrid orbitals on each O. There is one delocalized π bond made between C unhybridized p-orbital and the two O’s unhybridized p-orbitals. 4. (4 pts total) a) The polyatomic ion [HCNXeF] + has all the atoms bonded in the listed order, and its molecular geometry is entirely linear. Provide a Lewis structure that is consistent with this molecular geometry. (2 pts) H C N Xe F Note that the C and N are linear, with sp hybridization. The Xe is linear, with sp3d hybridization and three (equatorial) lone pairs! b) In the molecule XeO2F2, the Xe–O bonding electrons take up slightly more space around the xenon atom than the Xe–F bonding electrons do. Given this information, predict the geometry of the XeO2F2 molecule. Draw a sketch of how this would appear, including the lone pair, and explain your reasoning. (2 pts) F 2+ Xe O O F In the trigonal bipyramid case, the equatorial electron pairs have more room than the axial electron pairs. Thus the lone pairs (which are bigger) always go in the equatorial positions. Extending this reasoning, the oxygen bonding pairs (which are bigger than the fluorine bonding pairs) would likewise prefer the equatorial positions.