Chapter 9: Problem 85
(a) What is the physical basis for the VSEPR model? (b) When applying the VSEPR model, we count a double or triple bond as a single electron domain. Why is this justified?
Chapter 9: Problem 85
(a) What is the physical basis for the VSEPR model? (b) When applying the VSEPR model, we count a double or triple bond as a single electron domain. Why is this justified?
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Get started for freeButadiene, \(\mathrm{C}_{4} \mathrm{H}_{6},\) is a planar molecule that has the following carbon-carbon bond lengths: $$ \mathrm{H}_{2} \mathrm{C}=\mathrm{CH}_{134 \mathrm{pm}} \mathrm{CH}=\mathrm{CH}_{2} $$ (a) Predict the bond angles around each of the carbon atoms and sketch the molecule. (b) From left to right, what is the hybridization of each carbon atom in butadiene? (c) The middle \(\mathrm{C}-\mathrm{C}\) bond length in butadiene $(148 \mathrm{pm})\( is a little shorter than the average \)\mathrm{C}-\mathrm{C}$ single bond length (154 pm). Does this imply that the middle \(\mathrm{C}-\mathrm{C}\) bond in butadiene is weaker or stronger than the average \(\mathrm{C}-\mathrm{C}\) single bond? (d) Based on your answer for part (c), discuss what additional aspects of bonding in butadiene might support the shorter middle \(\mathrm{C}-\mathrm{C}\) bond.
(a) The nitric oxide molecule, NO, readily loses one electron to form the NO \(^{+}\) ion. Which of the following is the best explanation of why this happens: (i) Oxygen is more electronegative than nitrogen, (ii) The highest energy electron in NO lies in a \(\pi_{2 p}^{*}\) molecular orbital, or (iii) The \(\pi_{2 p}^{*}\) MO in NO is completely filled. (b) Predict the order of the \(\mathrm{N}-\mathrm{O}\) bond strengths in NO, NO^, and NO', and describe the magnetic properties of each. (c) With what neutral homonuclear diatomic molecules are the NO \(^{+}\) and \(\mathrm{NO}^{-}\) ions isoelectronic (same number of electrons)?
In which of the following molecules can you confidently predict the bond angles about the central atom, and for which would you be a bit uncertain? Explain in each case. (a) \(\mathrm{H}_{2} \mathrm{~S},\) (b) \(\mathrm{BCl}_{3}\) (c) \(\mathrm{CH}_{3} \mathrm{I}\) (d) \(\mathrm{CBr}_{4}\) (e) TeBr \(_{4}\)
Dichloroethylene \(\left(\mathrm{C}_{2} \mathrm{H}_{2} \mathrm{Cl}_{2}\right)\) has three forms (isomers), each of which is a different substance. (a) Draw Lewis structures of the three isomers, all of which have a carbon-carbon double bond. \((\mathbf{b})\) Which of these isomers has a zero dipole moment? (c) How many isomeric forms can chloroethylene, $\mathrm{C}_{2} \mathrm{H}_{3} \mathrm{Cl}$, have? Would thev be expected to have dipole moments?
The energy-level diagram in Figure 9.36 shows that the sideways overlap of a pair of \(p\) orbitals produces two molecular orbitals, one bonding and one antibonding. In ethylene there is a pair of electrons in the bonding \(\pi\) orbital between the two carbons. Absorption of a photon of the appropriate wavelength can result in promotion of one of the bonding electrons from the \(\pi_{2 p}\) to the \(\pi_{2 p}^{*}\) molecular orbital. (a) Assuming this electronic transition corresponds to the HOMO-LUMO transition, what is the HOMO in ethylene? (b) Assuming this electronic transition corresponds to the HOMO-LUMO transition, what is the LUMO in ethylene? (c) Is the \(\mathrm{C}-\mathrm{C}\) bond in ethylene stronger or weaker in the excited state than in the ground state? Why? (d) Is the \(\mathrm{C}-\mathrm{C}\) bond in ethylene easier to twist in the ground state or in the excited state?
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