Chapter 9: Problem 16
What property of the electron causes electron domains to have an effect on molecular shapes?
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Chapter 9: Problem 16
What property of the electron causes electron domains to have an effect on molecular shapes?
These are the key concepts you need to understand to accurately answer the question.
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Methyl isocyanate, \(\mathrm{CH}_{3} \mathrm{NCO},\) was made infamous in 1984 when an accidental leakage of this compound from a storage tank in Bhopal, India, resulted in the deaths of about 3,800 people and severe and lasting injury to many thousands more. (a) Draw a Lewis structure for methyl isocyanate. (b) Draw a ball-and-stick model of the structure, including estimates of all the bond angles in the compound. (c) Predict all the bond distances in the molecule. (d) Do you predict that the molecule will have a dipole moment? Explain.
An \(\mathrm{AB}_{3}\) molecule is described as having a trigonal-bipyramidal electron-domain geometry. How many nonbonding domains are on atom A? Explain.
(a) What is the difference between a localized \(\pi\) bond and a delocalized one? (b) How can you determine whether a molecule or ion will exhibit delocalized \(\pi\) bonding? (c) Is the \(\pi\) bond in \(\mathrm{NO}_{2}^{-}\) localized or delocalized?
Azo dyes are organic dyes that are used for many applications, such as the coloring of fabrics. Many azo dyes are derivatives of the organic substance azobenzene, \(\mathrm{C}_{12} \mathrm{H}_{10} \mathrm{~N}_{2}\). A closely related substance is hydrazobenzene, \(\mathrm{C}_{12} \mathrm{H}_{12} \mathrm{~N}_{2} .\) The Lewis structures of these two substances are (Recall the shorthand notation used for benzene.) (a) What is the hybridization at the \(\mathrm{N}\) atom in each of the substances? (b) How many unhybridized atomic orbitals are there on the \(\mathrm{N}\) and the \(C\) atoms in each of the substances? (c) Predict the \(\mathrm{N}-\mathrm{N}-\mathrm{C}\) angles in each of the substances. (d) Azobenzene is said to have greater delocalization of its \(\pi\) electrons than hydrazobenzene. Discuss this statement in light of your answers to (a) and (b). (e) All the atoms of azobenzene lie in one plane, whereas those of hydrazobenzene do not. Is this observation consistent with the statement in part (d)? (f) Azobenzene is an intense red-orange color, whereas hydrazobenzene is nearly colorless. Which molecule would be a better one to use in a solar energy conversion device? (See the "Chemistry Put to Work" box for more information about solar cells.)
The azide ion, \(\mathrm{N}_{3}^{-}\), is linear with two \(\mathrm{N}-\mathrm{N}\) bonds of equal length, \(1.16 \AA\). (a) Draw a Lewis structure for the azide ion. (b) With reference to Table \(8.5,\) is the observed \(\mathrm{N}-\mathrm{N}\) bond length consistent with your Lewis structure? (c) What hybridization scheme would you expect at each of the nitrogen atoms in \(\mathrm{N}_{3}^{-}\) ? (d) Show which hybridized and unhybridized orbitals are involved in the formation of \(\sigma\) and \(\pi\) bonds in \(\mathrm{N}_{3}^{-}\). (e) It is often observed that \(\sigma\) bonds that involve an \(s p\) hybrid orbital are shorter than those that involve only \(s p^{2}\) or \(s p^{3}\) hybrid orbitals. Can you propose a reason for this? Is this observation applicable to the observed bond lengths in \(\mathrm{N}_{3}^{-}\) ?
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