EBK CHEMISTRY
4th Edition
ISBN: 8220102797864
Author: Burdge
Publisher: YUZU
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Textbook Question
Chapter 9, Problem 41QP
How many pi bonds and sigma bonds are there in the tetracyanoethylene molecule?
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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…
Give the expected bond angle of C-C-N in the molecule CH3-C≡N on VSEPR Theory?
Explain the σ and π bonds in ethylene ?
Chapter 9 Solutions
EBK CHEMISTRY
Ch. 9.1 - Practice Problem ATTEMPT
Determine the shapes of...Ch. 9.1 - Prob. 1PPBCh. 9.1 - Prob. 1PPCCh. 9.1 - 9.1.1 What are the electron-domain geometry and...Ch. 9.1 - What are the electron-domain geometry and...Ch. 9.1 - Prob. 3CPCh. 9.1 - Prob. 4CPCh. 9.1 - Prob. 5CPCh. 9.2 - Practice Problem ATTEMPT
Ethanolamine has a...Ch. 9.2 - Practice Problem BUILD
The bond angle in is...
Ch. 9.2 - Practice ProblemCONCEPTUALIZE Which of these...Ch. 9.2 - 9.2.1 Identify the polar molecules in the...Ch. 9.2 - Identify the nonpolar molecules in the following...Ch. 9.3 - Practice ProblemATTEMPT Use valence bond theory to...Ch. 9.3 - Practice ProblemBUILD For which molecule(s) can we...Ch. 9.3 - Practice ProblemCONCEPTUALIZE Which of these...Ch. 9.3 - Which of the following atoms, in its ground state,...Ch. 9.3 - According to valence bond theory, how many bonds...Ch. 9.4 - Practice Problem ATTEMPT Use hybrid orbital theory...Ch. 9.4 - Practice ProblemBUILD Use hybrid orbital theory to...Ch. 9.4 - Prob. 1PPCCh. 9.4 - How many orbitals does a set of s p 2 hybrid...Ch. 9.4 - How many p atomic orbitals are required to...Ch. 9.5 - Practice Problem ATTEMPT
The active ingredient in...Ch. 9.5 - Practice ProblemBUILD Determine the total number...Ch. 9.5 - Practice ProblemCONCEPTUALIZE In terms of valence...Ch. 9.5 - Which of the following molecules contain one or...Ch. 9.5 - 9.5.2 From left to right, give the hybridization...Ch. 9.5 - Which of the following pairs of atomic orbitals on...Ch. 9.5 - 9.5.4 Which of the following pairs of atomic...Ch. 9.6 - Practice ProblemATTEMPT Use valence bond theory...Ch. 9.6 - Prob. 1PPBCh. 9.6 - Prob. 1PPCCh. 9.6 - Prob. 1CPCh. 9.6 - Prob. 2CPCh. 9.6 - Prob. 3CPCh. 9.6 - Prob. 4CPCh. 9.7 - Prob. 1PPACh. 9.7 - Prob. 1PPBCh. 9.7 - Prob. 1PPCCh. 9.7 - Prob. 1CPCh. 9.7 - Prob. 2CPCh. 9.7 - Prob. 3CPCh. 9.7 - Prob. 4CPCh. 9.8 - Practice ProblemATTEMPT Use a combination of...Ch. 9.8 - Practice ProblemBUILD Use a combination of valence...Ch. 9.8 - Prob. 1PPCCh. 9 - Prob. 1KSPCh. 9 - Which of the following species does not have...Ch. 9 - 9.3
Which of the following species is polar?
Ch. 9 - Which of the following species is nonpolar (a) IC1...Ch. 9 - How is the geometry of a molecule defined, and why...Ch. 9 - 9.2 Sketch the shape of a linear triatomic...Ch. 9 - How many atoms are directly bonded to the central...Ch. 9 - Discuss the basic features of the VSEPR model....Ch. 9 - In the trigonal bipyramidal arrangement, why does...Ch. 9 - 9.6 Explain why the molecule is not square...Ch. 9 - Predict the geometries of the following species...Ch. 9 - Predict the geometries of the following species: (...Ch. 9 - Predict the geometry of the following molecules...Ch. 9 - Predict the geometry of the following molecules...Ch. 9 - Predict the geometry of the following ions using...Ch. 9 - 9.12 Predict the geometries of the following ions:...Ch. 9 - Describe the geometry around each of the three...Ch. 9 - 9.14 Which of the following species are...Ch. 9 - Prob. 15QPCh. 9 - The bonds in beryllium hydride ( BeH 2 ) molecules...Ch. 9 - Determine whether (a) BrF 5 and (b) BCl 3 are...Ch. 9 - Determine whether (a) OCS and (b) XeF 4 are polar.Ch. 9 - Prob. 19QPCh. 9 - Prob. 20QPCh. 9 - Prob. 21QPCh. 9 - Use valence bond theory to explain the bonding in...Ch. 9 - Prob. 23QPCh. 9 - Prob. 24QPCh. 9 - 9.25 What is the hybridization of atomic orbitals?...Ch. 9 - Prob. 26QPCh. 9 - 9.27 What is the angle between the following two...Ch. 9 - Prob. 28QPCh. 9 - Prob. 29QPCh. 9 - Prob. 30QPCh. 9 - Prob. 31QPCh. 9 - Prob. 32QPCh. 9 - Prob. 33QPCh. 9 - Prob. 34QPCh. 9 - Which of the following pairs of atomic orbitals of...Ch. 9 - Prob. 36QPCh. 9 - 9.37 Specify which hybrid orbitals are used by...Ch. 9 - The allene molecule ( H 2 C=C=CH 2 ) is linear...Ch. 9 - Prob. 39QPCh. 9 - Prob. 40QPCh. 9 - How many pi bonds and sigma bonds are there in the...Ch. 9 - Prob. 42QPCh. 9 - Benzo(a)pyrene is a potent carcinogen found in...Ch. 9 - What is molecular orbital theory? How does it...Ch. 9 - 9.45 Define the following terms: bonding molecular...Ch. 9 - Sketch the shapes of the following molecular...Ch. 9 - Explain the significance of bond order. Can bond...Ch. 9 - Explain in molecular orbital terms the changes in...Ch. 9 - 9.49 The formation of from two atoms is an...Ch. 9 - 9.50 Draw a molecular orbital energy level diagram...Ch. 9 - Prob. 51QPCh. 9 - Prob. 52QPCh. 9 - Which of these species has a longer bond, B 2 or B...Ch. 9 - Prob. 54QPCh. 9 - 9.55 Compare the Lewis and molecular orbital...Ch. 9 - Prob. 56QPCh. 9 - Prob. 57QPCh. 9 - Prob. 58QPCh. 9 - A single bond is almost always a sigma bond, and a...Ch. 9 - Prob. 60QPCh. 9 - In Chapter 8, we saw that the resonance concept is...Ch. 9 - Prob. 62QPCh. 9 - Prob. 63QPCh. 9 - Prob. 64QPCh. 9 - Nitryl fluoride ( FNO 2 ) is very reactive...Ch. 9 - Prob. 66QPCh. 9 - Prob. 67QPCh. 9 - Which of the following species is not likely to...Ch. 9 - Prob. 69APCh. 9 - Although both carbon and silicon are in Group 4A,...Ch. 9 - Predict the geometry of sulfur dichloride ( SCl 2...Ch. 9 - Antimony pentafluoride ( sbF 5 ) reacts with XeF 4...Ch. 9 - Prob. 73APCh. 9 - Prob. 74APCh. 9 - Predict the bond angles for the following...Ch. 9 - Briefly compare the VSEPR and hybridization...Ch. 9 - 9.77 Draw Lewis structures and give the other...Ch. 9 - Prob. 78APCh. 9 - Determine whether (a) PCl 5 and (b) H 2 CO (C...Ch. 9 - Prob. 80APCh. 9 - 9.81 Which of the following molecules are linear:...Ch. 9 - Prob. 82APCh. 9 - 9.83 The molecule can exist in either of the...Ch. 9 - Cyclopropane ( C 3 H 6 ) has the shape of a...Ch. 9 - Determine whether (a) CH 2 Cl 2 and (b) XeF 4 are...Ch. 9 - 9.86 Does the following molecule have a dipole...Ch. 9 - For which molecular geometries (linear, bent,...Ch. 9 - Prob. 88APCh. 9 - 9.89 Carbon suboxide is a colorless...Ch. 9 - The following molecules ( AX 4 Y 2 ) all have an...Ch. 9 - Prob. 91APCh. 9 - Write the ground-state electron configuration for...Ch. 9 - 9.93 What is the hybridization of C and of N in...Ch. 9 - The stable allotropic form of phosphorus is P 4 ,...Ch. 9 - Prob. 95APCh. 9 - Use molecular orbital theory to explain the...Ch. 9 - Carbon dioxide has a linear geometry and is...Ch. 9 - Draw three Lewis structures for compounds with the...Ch. 9 - Prob. 99APCh. 9 - Prob. 100APCh. 9 - Prob. 101APCh. 9 - Draw the Lewis structure of ketene ( C 2 H 2 O )...Ch. 9 - Prob. 103APCh. 9 - Which of the following ions possess a dipole...Ch. 9 - Prob. 105APCh. 9 - Prob. 106APCh. 9 - The compound TCDD, or...Ch. 9 - Progesterone is a hormone responsible for female...Ch. 9 - 9.109 Carbon monoxide is a poisonous compound due...Ch. 9 - Prob. 110APCh. 9 - Prob. 111APCh. 9 - Prob. 112APCh. 9 - 9.113 The compound 1,2-dichloroethane is...Ch. 9 - Consider an N 2 molecule in its first excited...Ch. 9 - Prob. 115APCh. 9 - Prob. 1SEPPCh. 9 - Prob. 2SEPPCh. 9 - These questions are not based on a descriptive...Ch. 9 - These questions are not based on a descriptive...
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- What orbitals are used to form each of the C–C and C – H bonds in CH3CH2CH3 (propane)? How many σ bonds are present in this molecule?arrow_forwardFor the following molecule, H2C=CH2, how many pi bonds are between the two carbons?arrow_forwardPredict the geometry and bond angles around atom A for molecules with the general formulas AB3 and AB2E, where B represents another atom and E represents an electron pair.arrow_forward
- VISUALIZATION Energy Diagram for Conversion of Cis-2-Butene to Trans-2-Butene 600 500 400 Reactant 300 200 E = 435 x 1021 J 100 Initial state AE-7 X 10 J -30° 30 60 90° 120° 150° 180° 210° Reaction progress (angle of twist) Cis-2-butene is one of two forms of butene where the middle two carbon atoms are joined by a double bond. The other form is trans-2-butene. The conversion of the cis form to the trans form is slow at room temperature, and the two forms represent two distinct compounds. Conversion of the cis to the trans form involves rotation about the C-C double bond, which requires a substantial amount of energy on the molecular scale. Move the slider to observe the different conformations and their energies along the pathway of the conversion. Potential Energy 1021 Jarrow_forwardWhat orbitals are used to form each of the C-C andC-H bonds in CH,CH,CH, (propane)? How many o bonds are present in this molecule?arrow_forwardUse valence shell electron pair repulsion theory (VSEPR – pronounced ‘vesper’) to predict the electron domain geometry around central atoms of simple moleculesarrow_forward
- Draw a line-bond structure for propane, CH3CH2CH3. Predict the value of each bond angle, and indicate the overall shape of the molecule.arrow_forwardWhat effect does the presence of lone-pair electrons have on the bond angles in a molecule?arrow_forwardDraw the Lewis structure of the molecule. What do you predict for the bond order of the C¬S bonds?arrow_forward
- describe the hybridization, bonding and geometry in a molecule of benzene. Explain the stability in terms of two resonance structures.arrow_forward• identify sigma and pi bonds in a molecule and explain the difference between them.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
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