Chemistry: Atoms First
3rd Edition
ISBN: 9781259638138
Author: Julia Burdge, Jason Overby Professor
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 7, Problem 7.92QP
Determine which of these molecules has a more delocalized orbital, and justify your choice. (Hint: Both molecules contain two benzene rings. In naphthalene, the two rings are fused together. In biphenyl, the two rings are joined by a single bond around which the two rings can rotate.)
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2) a) Consider the following molecule . Given what you have learned about hybridization theory, draw an image or images explaining the bonding situation in this molecule. I want you to draw out all of the orbitals, hybrid orbitals and how they overlap to form the bonds in the molecule. Indicate the % s or p character in the given atomic and hybrid orbitals. Which C-C bond or bonds are the longest? In a paragraph or so explain the image or images you just drew.
b) Lastly, consider the molecule below. Indicate the Molecular formula, the molar mass, label the hybridization of each atom except for hydrogen, indicate any chiral centers with a *, which bond or bonds are the shortest, identify by name of each functional group with an arrow pointing to the group.
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…
Two important industrial chemicals, ethene, C2H4, and propene, C3H6, are produced by the steam (or thermal) cracking process: For each of the four carbon compounds, do the following:
Draw a Lewis structure.
Predict the geometry about the carbon atom.
Determine the hybridization of each type of carbon atom.
Chapter 7 Solutions
Chemistry: Atoms First
Ch. 7.1 - Determine the shapes of (a) SO3 and (b) ICl4.Ch. 7.1 - Determine the shapes of (a) CO2 and (b) SCl2.Ch. 7.1 - (a) From what group must the terminal atoms come...Ch. 7.1 - These four models may represent molecules or...Ch. 7.1 - Acetic acid, the substance that gives vinegar its...Ch. 7.1 - Ethanolamine (HOCH2CH2NH2) has a smell similar to...Ch. 7.1 - The bond angle in NH3 is significantly smaller...Ch. 7.1 - Which of these models represents a species in...Ch. 7.1 - What are the electron-domain geometry and...Ch. 7.1 - What are the electron-domain geometry and...
Ch. 7.1 - Prob. 7.1.3SRCh. 7.1 - Prob. 7.1.4SRCh. 7.2 - Prob. 7.3WECh. 7.2 - Prob. 3PPACh. 7.2 - For each of the following hypothetical molecules,...Ch. 7.2 - Which of these models could represent a polar...Ch. 7.2 - Prob. 7.2.1SRCh. 7.2 - Prob. 7.2.2SRCh. 7.3 - Prob. 7.4WECh. 7.3 - Prob. 4PPACh. 7.3 - Prob. 4PPBCh. 7.3 - Prob. 4PPCCh. 7.3 - Prob. 7.3.1SRCh. 7.3 - Which of the following exhibits significant...Ch. 7.4 - Hydrogen selenide (H2Se) is a foul-smelling gas...Ch. 7.4 - Prob. 5PPACh. 7.4 - For which molecule(s) can we not use valence bond...Ch. 7.4 - Which of these models could represent a species...Ch. 7.4 - Prob. 7.4.1SRCh. 7.4 - Prob. 7.4.2SRCh. 7.5 - Prob. 7.6WECh. 7.5 - Use hybrid orbital theory to describe the bonding...Ch. 7.5 - Prob. 6PPBCh. 7.5 - Prob. 6PPCCh. 7.5 - Prob. 7.5.1SRCh. 7.5 - Prob. 7.5.2SRCh. 7.6 - Thalidomide (C13H10N2O4) is a sedative and...Ch. 7.6 - The active ingredient in Tylenol and a host of...Ch. 7.6 - Determine the total number of sigma and pi bonds...Ch. 7.6 - In terms of valence bond theory and hybrid...Ch. 7.6 - In addition to its rise in aqueous solution as a...Ch. 7.6 - Use valence bond theory and hybrid orbitals to...Ch. 7.6 - Use valence bond theory and hybrid orbitals to...Ch. 7.6 - Explain why hybrid orbitals are necessary to...Ch. 7.6 - Prob. 7.6.1SRCh. 7.6 - Prob. 7.6.2SRCh. 7.6 - Prob. 7.6.3SRCh. 7.6 - Prob. 7.6.4SRCh. 7.7 - Prob. 7.9WECh. 7.7 - Use molecular orbital theory to determine whether...Ch. 7.7 - Use molecular orbital theory to determine whether...Ch. 7.7 - For most of the homonuclear diatomic species shown...Ch. 7.7 - Calculate the bond order of N22+, and determine...Ch. 7.7 - Which of the following species is paramagnetic?...Ch. 7.7 - Prob. 7.7.3SRCh. 7.7 - Prob. 7.7.4SRCh. 7.8 - It takes three resonance structures to represent...Ch. 7.8 - Use a combination of valence bond theory and...Ch. 7.8 - Use a combination of valence bond theory and...Ch. 7.8 - Which of the following contain one or more...Ch. 7.8 - Which of the atoms in BCl3 need hybrid orbitals to...Ch. 7.8 - Which of the following can hybrid orbitals be used...Ch. 7.8 - Which of the following enables us to explain the...Ch. 7 - Prob. 7.1KSPCh. 7 - Which of the following species does not have...Ch. 7 - Prob. 7.3KSPCh. 7 - Prob. 7.4KSPCh. 7 - Prob. 7.1QPCh. 7 - Sketch the shape of a linear triatomic molecule, a...Ch. 7 - Prob. 7.3QPCh. 7 - Prob. 7.4QPCh. 7 - In the trigonal bipyramidal arrangement, why does...Ch. 7 - Prob. 7.6QPCh. 7 - Predict the geometry of the following molecules...Ch. 7 - Prob. 7.8QPCh. 7 - Predict the geometries of the following species...Ch. 7 - Predict the geometries of the following ions: (a)...Ch. 7 - Prob. 7.11QPCh. 7 - Prob. 7.12QPCh. 7 - Prob. 7.13QPCh. 7 - Describe the geometry about each of the central...Ch. 7 - Prob. 7.15QPCh. 7 - Prob. 7.16QPCh. 7 - Prob. 7.17QPCh. 7 - Prob. 7.18QPCh. 7 - Prob. 7.19QPCh. 7 - Prob. 7.20QPCh. 7 - Prob. 7.21QPCh. 7 - Prob. 7.22QPCh. 7 - Explain the term polarizability. What kind of...Ch. 7 - Prob. 7.24QPCh. 7 - What physical properties are determined by the...Ch. 7 - Prob. 7.26QPCh. 7 - Describe the types of intermolecular forces that...Ch. 7 - The compounds Br2 and ICl are isoelectronic (have...Ch. 7 - If you lived in Alaska, which of the following...Ch. 7 - The binary hydrogen compounds of the Group 4A...Ch. 7 - List the types of intermolecular forces that exist...Ch. 7 - Prob. 7.32QPCh. 7 - Prob. 7.33QPCh. 7 - Prob. 7.34QPCh. 7 - Diethyl ether has a boiling point of 34.5C, and...Ch. 7 - Prob. 7.36QPCh. 7 - Which substance in each of the following pairs...Ch. 7 - Prob. 7.38QPCh. 7 - What kind of attractive forces must be overcome to...Ch. 7 - Prob. 7.40QPCh. 7 - Prob. 7.41QPCh. 7 - The following compounds have the same molecular...Ch. 7 - Prob. 7.43QPCh. 7 - Prob. 7.44QPCh. 7 - Use valence bond theory to explain the bonding in...Ch. 7 - Prob. 7.46QPCh. 7 - Prob. 7.47QPCh. 7 - Prob. 7.48QPCh. 7 - Prob. 7.49QPCh. 7 - What is the hybridization of atomic orbitals? Why...Ch. 7 - Prob. 7.51QPCh. 7 - Prob. 7.52QPCh. 7 - Prob. 7.53QPCh. 7 - Describe the bonding scheme of the AsH3 molecule...Ch. 7 - Prob. 7.55QPCh. 7 - Prob. 7.56QPCh. 7 - Describe the hybridization of phosphorus in PF5.Ch. 7 - Prob. 7.58QPCh. 7 - Prob. 7.59QPCh. 7 - Prob. 7.1VCCh. 7 - Prob. 7.2VCCh. 7 - Prob. 7.3VCCh. 7 - Prob. 7.4VCCh. 7 - Prob. 7.60QPCh. 7 - Which of the following pairs of atomic orbitals of...Ch. 7 - Prob. 7.62QPCh. 7 - Prob. 7.63QPCh. 7 - Prob. 7.64QPCh. 7 - Prob. 7.65QPCh. 7 - Prob. 7.66QPCh. 7 - Prob. 7.67QPCh. 7 - Prob. 7.68QPCh. 7 - Benzo[a]pyrene is a potent carcinogen found in...Ch. 7 - What is molecular orbital theory? How does it...Ch. 7 - Define the following terms: bonding molecular...Ch. 7 - Prob. 7.73QPCh. 7 - Prob. 7.74QPCh. 7 - Prob. 7.75QPCh. 7 - Draw a molecular orbital energy level diagram for...Ch. 7 - Prob. 7.77QPCh. 7 - Prob. 7.78QPCh. 7 - Prob. 7.79QPCh. 7 - Acetylene (C2H2) has a tendency to lose two...Ch. 7 - Compare the Lewis and molecular orbital treatments...Ch. 7 - Prob. 7.82QPCh. 7 - Prob. 7.83QPCh. 7 - Prob. 7.84QPCh. 7 - Prob. 7.85QPCh. 7 - Draw the molecular orbital diagram for the cyanide...Ch. 7 - Given that BeO is diamagnetic, use a molecular...Ch. 7 - Prob. 7.88QPCh. 7 - Prob. 7.89QPCh. 7 - Both ethylene (C2H4) and benzene (C6H6) contain...Ch. 7 - Chemists often represent benzene with the...Ch. 7 - Determine which of these molecules has a more...Ch. 7 - Nitryl fluoride (FNO2) is used in rocket...Ch. 7 - Describe the bonding in the nitrate ion NO3 in...Ch. 7 - Prob. 7.95QPCh. 7 - Prob. 7.96QPCh. 7 - Prob. 7.97QPCh. 7 - Prob. 7.98QPCh. 7 - Prob. 7.99QPCh. 7 - Antimony pentafluoride (SbF5) combines with XeF4...Ch. 7 - Prob. 7.101QPCh. 7 - The molecular model of nicotine (a stimulant) is...Ch. 7 - Predict the bond angles for the following...Ch. 7 - The germanium pentafluoride anion (GeF5) has been...Ch. 7 - Draw Lewis structures and give the other...Ch. 7 - Which figure best illustrates the hybridization of...Ch. 7 - Prob. 7.107QPCh. 7 - Prob. 7.108QPCh. 7 - Prob. 7.109QPCh. 7 - Prob. 7.110QPCh. 7 - Prob. 7.111QPCh. 7 - Cyclopropane (C3H6) has the shape of a triangle in...Ch. 7 - The compound 1,2-dichloroethane (C2H4Cl2) is...Ch. 7 - Prob. 7.114QPCh. 7 - Prob. 7.115QPCh. 7 - Prob. 7.116QPCh. 7 - Prob. 7.117QPCh. 7 - Prob. 7.118QPCh. 7 - The amino acid selenocysteine is one of the...Ch. 7 - Prob. 7.120QPCh. 7 - Prob. 7.121QPCh. 7 - Prob. 7.122QPCh. 7 - Gaseous or highly volatile liquid anesthetics are...Ch. 7 - Prob. 7.124QPCh. 7 - Prob. 7.125QPCh. 7 - Two of the drugs that are prescribed for the...Ch. 7 - Prob. 7.127QPCh. 7 - Prob. 7.128QPCh. 7 - The BO+ ion is paramagnetic. Determine (a) whether...Ch. 7 - Use molecular orbital theory to explain the...Ch. 7 - Which best illustrates the change in geometry...Ch. 7 - Prob. 7.132QPCh. 7 - Prob. 7.133QPCh. 7 - Aluminum trichloride (AlCl3) is an...Ch. 7 - Prob. 7.135QPCh. 7 - Prob. 7.136QPCh. 7 - Prob. 7.137QPCh. 7 - Consider an N2 molecule in its first excited...Ch. 7 - The Lewis structure for O2 is Use molecular...Ch. 7 - Draw the Lewis structure of ketene (C2H2O) and...Ch. 7 - The compound TCDD, or...Ch. 7 - Name the kinds of attractive forces that must be...Ch. 7 - Carbon monoxide (CO) is a poisonous compound due...Ch. 7 - Prob. 7.144QPCh. 7 - Prob. 7.145QP
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