Chemistry for Engineering Students
3rd Edition
ISBN: 9781285199023
Author: Lawrence S. Brown, Tom Holme
Publisher: Cengage Learning
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Textbook Question
Chapter 7, Problem 11CO
• explain the formation of multiple bonds in terms of the overlap of a combination of hybridized and unhybridized atomic orbitals.
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A student investigates the physical and chemical properties of various carbon-containing compounds. The complete Lewis electron-dot diagrams and boiling points for two compounds, Q and X are shown in the following table.
Identify the hybridization of the valence orbitals of the carbon atom in compound X that is indicated by the arrow in the diagram.
The C-H bonds in compound Q are shorter than the C-C bonds in compound X. Explain the reason for this difference using principles of atomic structure.
For each compound, list all intermolecular forces present.
Q =
X =
describe the hybridization, bonding and geometry in a molecule of benzene. Explain the stability in terms of two resonance structures.
The concept of valence-shell electron-pair repulsion
(VSEPR) is presented in introductory organic chemistry
as a way to predict molecular geometries. The idea be-
hind VSEPR is that areas of electron density repel each
other so that the geometry of bonds and/or lone pairs
of electrons around any one atom places these areas as
far apart as possible. For four areas of electron density,
a tetrahedral geometry is predicted. For three areas of
electron density, a trigonal planar geometry is predicted.
Two areas of electron density lead to a linear geometry.
VSEPR is simply a predictive tool, but in some
cases, it gives an incorrect prediction. In these
instances, additional insights into bonding are
necessary, such as resonance. Interestingly, several
important situations are critical to biochemistry where
VSEPR breaks down. Two examples are shown here.
:O:
CH3
H,N
H3N
CH3 H
:0:
:0:
Histidine
The circled nitrogen atoms are predicted by VSEPR
to be tetrahedral in geometry because each…
Chapter 7 Solutions
Chemistry for Engineering Students
Ch. 7 - List some factors influencing the biocompatibility...Ch. 7 - • use electron configurations to explain why...Ch. 7 - • describe die energy changes in the formation of...Ch. 7 - • define electronegativity and state how...Ch. 7 - • identify or predict polar, nonpolar, and ionic...Ch. 7 - • write Lewis electron structures for molecules or...Ch. 7 - • describe chemical bonding using a model based on...Ch. 7 - • explain how hybridization reconciles observed...Ch. 7 - • predict the geometry of a molecule from its,...Ch. 7 - • use models (real or software) to help visualize...
Ch. 7 - • explain the formation of multiple bonds in terms...Ch. 7 - • identify sigma and pi bonds in a molecule and...Ch. 7 - Define the term biocompatibility.Ch. 7 - List some properties associated with biomaterials...Ch. 7 - Prob. 7.3PAECh. 7 - Prob. 7.4PAECh. 7 - Prob. 7.5PAECh. 7 - Prob. 7.6PAECh. 7 - Why is the ion not found in nature?Ch. 7 - Why do nonmetals tend to form anions rather than...Ch. 7 - Prob. 7.9PAECh. 7 - 7.10 Arrange the members of each of the following...Ch. 7 - 7.11 Arrange the following sets of anions in order...Ch. 7 - 7.12 Which pair will form a compound with the...Ch. 7 - In a lattice, a positive ion is often surrounded...Ch. 7 - Use the concept of lattice energy to rationalize...Ch. 7 - 7.13 Figure 7-2 depicts the interactions of an ion...Ch. 7 - Mat type of bond is likely to form between one...Ch. 7 - 7.14 Describe the difference between a covalent...Ch. 7 - Prob. 7.18PAECh. 7 - Sketch a graph of the potential energy of two...Ch. 7 - Prob. 7.20PAECh. 7 - 7.17 Coulombic forces are often used to explain...Ch. 7 - 7.18 In terms of the strengths of the covalent...Ch. 7 - 7.19 If the formation of chemical bonds always...Ch. 7 - 7.20 Draw the Lewis dot symbol for each of the...Ch. 7 - 7.21 Theoretical models for the structure of...Ch. 7 - 7.22 Use Lewis dot symbols to explain why chlorine...Ch. 7 - 7.23 Define the term lone pair.Ch. 7 - 7.24 How many electrons are shared between two...Ch. 7 - 7.25 How does the bond energy of a double bond...Ch. 7 - 7.26 How is electronegativity defined?Ch. 7 - 7.27 Distinguish between electron affinity and...Ch. 7 - 7.28 Certain elements in the periodic table shown...Ch. 7 - 7.29 When two atoms with different...Ch. 7 - 7.30 The bond in HF is said to be polar, with the...Ch. 7 - 7.31 Why is a bond between two atoms with...Ch. 7 - Prob. 7.36PAECh. 7 - 7.33 In each group of three bonds, which bond is...Ch. 7 - Prob. 7.38PAECh. 7 - Prob. 7.39PAECh. 7 - 7.35 Which one of the following contains botb...Ch. 7 - Prob. 7.41PAECh. 7 - Prob. 7.42PAECh. 7 - 7.37 Draw the Lewis structure for each of the...Ch. 7 - 7.38 Draw a Lewis structure for each of the...Ch. 7 - Prob. 7.45PAECh. 7 - 7.40 Why is it impossible for hydrogen to be the...Ch. 7 - Prob. 7.47PAECh. 7 - 7.42 Draw resonance structure for (a) (b) and (c)Ch. 7 - Prob. 7.49PAECh. 7 - Prob. 7.50PAECh. 7 - Prob. 7.51PAECh. 7 - 7.46 Consider the nitrogen-oxygen bond lengths in...Ch. 7 - 7.47 Which of the species listed has a Lewis...Ch. 7 - 7.48 Identify what is incorrect in the Lewis...Ch. 7 - 7.49 Identify what is incorrect in the Lewis...Ch. 7 - 7.50 Chemical species are said to be isoelectronic...Ch. 7 - 7.51 Explain the concept of wave interference in...Ch. 7 - Distinguish between constructive and destructive...Ch. 7 - How is the concept of orbital overlap related to...Ch. 7 - 7.52 How does orbital overlap explain the buildup...Ch. 7 - 7.53 How do sigma and pi bonds differ? How are...Ch. 7 - 7.54 CO , CO2 , CH3OH , and CO32 , all contain...Ch. 7 - 7.55 Draw the Lewis dot structure of the following...Ch. 7 - 7.56 Draw the Lewis dot structures of the...Ch. 7 - 7.57 What observation about molecules compels us...Ch. 7 - Prob. 7.66PAECh. 7 - 7.59 What type of hybrid orbital is generated by...Ch. 7 - Considering only s and p atomic orbitals, list all...Ch. 7 - 7.61 What hybrid orbitals would be expected for...Ch. 7 - 7.62 What type of hybridization would you expect...Ch. 7 - 7.63 What physical concept forms the premise of...Ch. 7 - 7.64 Predict the geometry of the following...Ch. 7 - Prob. 7.73PAECh. 7 - Prob. 7.74PAECh. 7 - Prob. 7.75PAECh. 7 - 7.68 Give approximate values for the indicated...Ch. 7 - 7.69 Propene has the chemical formula Describe the...Ch. 7 - Prob. 7.78PAECh. 7 - Describe what happens to the shape about the...Ch. 7 - Prob. 7.80PAECh. 7 - Prob. 7.81PAECh. 7 - 7.72 How does an MSN differ from amorphous silica...Ch. 7 - Prob. 7.83PAECh. 7 - Prob. 7.84PAECh. 7 - Prob. 7.85PAECh. 7 - Prob. 7.86PAECh. 7 - 7.91 A Lewis structure for the oxalate ion is...Ch. 7 - Prob. 7.88PAECh. 7 - 7.93 An unknown metal M forms a chloride with the...Ch. 7 - Prob. 7.90PAECh. 7 - Prob. 7.91PAECh. 7 - 7.96 Consider the hydrocarbons whose structures...Ch. 7 - 7.97 Consider the structure shown below for as...Ch. 7 - Prob. 7.94PAECh. 7 - Prob. 7.95PAECh. 7 - Prob. 7.96PAECh. 7 - 7.101 Lead selenide nanocrystals may provide a...Ch. 7 - Prob. 7.98PAECh. 7 - Prob. 7.99PAECh. 7 - 7.104 Hydrogen azide, HN3 , is a liquid that...Ch. 7 - Prob. 7.101PAECh. 7 - Prob. 7.102PAECh. 7 - 7.107 How do the Lewis symbols for C, Si, and Ge...Ch. 7 - Prob. 7.104PAECh. 7 - Prob. 7.105PAE
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- 7.96 Consider the hydrocarbons whose structures are shown below. Which of these molecules would be planar, meaning that all of the atoms must lie in the same plane? Explain your answer in terms of orbital hybridizations.arrow_forwardIn propene CH3CH=CH2, the first carbon has sp3 hybrid orbitals and the second carbon has sp2 hybrid orbitals. These orbitals interact to make a bond. Why are these hybrid orbitals not orthogonal?arrow_forward• explain how hybridization reconciles observed molecular shapes with the orbital overlap model.arrow_forward
- Describe the shapes of C2H6 and C2H4. In doing so, explain why one molecule is planar and why the other molecule cannot be planar.arrow_forwardAspartame is a compound that is 200 times sweeter than sugar and is used extensively (under the trade name NutraSweet) in diet soft drinks. The skeleton structure of the atoms in aspartame is (a) Complete the Lewis structure and give the number of and bonds in aspartame. (b) What is the hybridization about each carbon atom that forms a double bond with an oxygen atom? (c) What is the hybridization about each nitrogen atom?arrow_forwardUse the VSEPR model to predict the bond angles around each central atom in the following Lewis structures (benzene rings are frequently pictured as hexagons, without the letter for the carbon atom at each vertex). Note that the drawings do not necessarily depict the bond angles correctly.arrow_forward
- The hybridization of the two carbon atoms differs in an acetic acid, CH3COOH, molecule. (a) Designate the correct hybridization for each carbon atom in this molecule. (b) What is the approximate bond angle around each carbon?arrow_forwardGamma hydroxybutyric acid, GHB, infamous as a date rape drug, is used illicitly because of its effects on the nervous system. The condensed molecular formula for GHB is HO(CH2)3COOH. (a) Write the Lewis structure for GHB. (b) Identify the hybridization of the carbon atom in the CH2 groups and of the terminal carbon. (c) Is hydrogen bonding possible in GHB? If so, write Lewis structures to illustrate the hydrogen bonding. (d) Which carbon atoms are involved in sigma bonds? In pi bonds? (e) Which oxygen atom is involved in sigma bonds? In pi bonds?arrow_forward7.59 What type of hybrid orbital is generated by combining the valence s orbital and all three valence p orbitals of an atom? How many hybrid orbitals result?arrow_forward
- Describe the concept of hybridization with examples of ethane, ethylene, and acetylene moleculesarrow_forwardDescribe the formation of covalent bonds in terms of atomic orbital overlap Explain the concept of atomic orbital hybridization Determine the hybrid orbitals associated with various molecular geometriesarrow_forwardIon E Lewis structure Hybridization [H;O]* Number of valence Number of o and n electrons bonds O: Number of bonded atoms Molecular shape on central atom Number of lone pairs on central atom Bonded-atom lone- Polarity pair arrangement Central atom Bond angles Bond order steric number O-H: Molecule F Lewis structure Hybridization BRNS Number of valence Number of o and n electrons bonds 0: Number of bonded atoms Molecular shape on central atom Bonded-atom lone- Number of lone pairs on central atom Polarity pair arrangement Central atom Bond angles Bond order steric number N-Br: N-S:arrow_forward
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