General Chemistry: Principles and Modern Applications (11th Edition)
11th Edition
ISBN: 9780132931281
Author: Ralph H. Petrucci, F. Geoffrey Herring, Jeffry D. Madura, Carey Bissonnette
Publisher: PEARSON
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Textbook Question
Chapter 11, Problem 22E
Shown below are ban-and-stick models. Describe hybridization and orbital-overlap schemes consistent with these structures.
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Represent the bonding in each molecule or ion by drawing the orbitals (hybridized and unhybridized) of each atom in the bond. Label the σ and π bonds and label each bond by the orbitals that it is made from. For instance, the C–H bond in CH4 would be made from the overlap of: C (sp3) – H (1 s). You may draw the hybridized sigma orbitals as sticks and the unhybridized p-orbitals as lobes for clairity and ease.
a. HONO b. CH3 CCH c. C3 H4 d. C2 O4 2-
Construct an approximate molecular orbital energy diagram for a hypothetical planar form of NH3.
From a consideration of the atomic energy levels, place the N and H3 orbitals on either side of a molecular orbital energy-level diagram. Then use your judgement about the effect of bonding and anti bonding interactions and energies of the parent orbitals to construct the molecular orbital energy levels in the centre of your diagram and draw lines indicating the contributions of the atomic orbitals to each molecular orbital. Ionization energies are I(H1s) = 13.6 eV, I(N2s) = 26.0 eV, and I(N2p)=13.4 eV.
Write orbital diagrams (boxes with arrows in them) to represent the electron configurations—without hybridization—for all the atoms in PH3. Circle the electrons involved in bonding. Draw a three-dimensional sketch of the molecule and show orbital overlap. What bond angle do you expect from the unhybridized orbitals? How well does valence bond theory agree with the experimentally measured bond angle of 93.3°?
Chapter 11 Solutions
General Chemistry: Principles and Modern Applications (11th Edition)
Ch. 11 - Prob. 1ECh. 11 - Explain why it is necessary to hybridize atomic...Ch. 11 - Describe the molecular geometry of H2O suggested...Ch. 11 - Describe the molecular geometry of NH2 suggested...Ch. 11 - In which of the following, CO32-,SO2,CCl4,CO,NO3-...Ch. 11 - In the manner of Example 11-1, describe the...Ch. 11 - For each of the following species, identify the...Ch. 11 - Propose a plausible Lewis structure, geometric...Ch. 11 - Describe a hybridization scheme for the central Cl...Ch. 11 - Describe a hybridization scheme for the central S...
Ch. 11 - Match each of the following species with one of...Ch. 11 - Propose a hybridization scheme to account for...Ch. 11 - Indicate which of the following molecules and ions...Ch. 11 - In the manner of Figure 11-18, indicate the...Ch. 11 - Write Lewis structures for the following...Ch. 11 - Represent bonding in the carbon dioxide molecule,...Ch. 11 - Use the method of Figure 11-19 to represent...Ch. 11 - Use the method of Figure 11-19 to represent...Ch. 11 - The molecular model below represents citric acid,...Ch. 11 - Malic is e common organic acid found in unripe...Ch. 11 - Shown below are ball-and-stick models. Describe...Ch. 11 - Shown below are ban-and-stick models. Describe...Ch. 11 - Prob. 23ECh. 11 - The structure of the molecule allene, CH2CCH2 , is...Ch. 11 - Angelic acid, shown below, occurs in symbol root,...Ch. 11 - Dimethylolpropionic acid, shown below, is used in...Ch. 11 - Explain the essential difference in how the...Ch. 11 - Describe the bond order of diatomic carbon, C2 ,...Ch. 11 - Prob. 29ECh. 11 - The paramagnetism of gaseous B2 has been...Ch. 11 - Prob. 31ECh. 11 - Is it correct to say that when a diatomic molecule...Ch. 11 - For the following pairs of molecular orbitals,...Ch. 11 - For each of the species C2+,O2,F2+ , and NO+ ; a....Ch. 11 - Write plausible molecular orbital occupancy...Ch. 11 - We have used the term “isoelectronic” to refer to...Ch. 11 - Consider the molecules NO+ and N2+ and use...Ch. 11 - Consider the molecules CO+ and CN- and use...Ch. 11 - Construct the molecular orbital diagram for CF....Ch. 11 - Construct the molecular orbital diagram for SrCl....Ch. 11 - Explain why the concept of delocalized molecular...Ch. 11 - Explain how it is possible to avoid the concept of...Ch. 11 - In which of the following molecules would you...Ch. 11 - In which of the following ions would you expect to...Ch. 11 - The Lewis structure of N2 indicates that the...Ch. 11 - Show that both the valence bond method and...Ch. 11 - A group of spectroscopists believe that they have...Ch. 11 - Lewis theory is satisfactory to explain bonding in...Ch. 11 - The compound potassium sesquoxide has the...Ch. 11 - Draw a Lewis structure for the urea molecule, CO(...Ch. 11 - Methyl nitrate, CH2NO2 , is used as a rocket...Ch. 11 - Fluorine nitrate, FONO2 , is an oxidizing agent...Ch. 11 - Draw a Lewis structure(s) for the nitrite ion, NO2...Ch. 11 - Think of the reaction shown here as involving the...Ch. 11 - Prob. 55IAECh. 11 - Prob. 56IAECh. 11 - The molecule formamide, HCONH2 , has the...Ch. 11 - Pyridine, C2H2N , is used in the synthesis of...Ch. 11 - Prob. 59IAECh. 11 - The ion F2Cl is linear, but the ion F2Cl+ is bent....Ch. 11 - Prob. 61IAECh. 11 - Prob. 62IAECh. 11 - Prob. 63IAECh. 11 - Prob. 64IAECh. 11 - Histidine, an essential amino acid, serves as a...Ch. 11 - The anion I42 is linear, and the anion I5 is...Ch. 11 - Prob. 67IAECh. 11 - A conjugated hydrocarbon has an alternation of...Ch. 11 - An elusive intermediate of atmospheric reactions...Ch. 11 - Resonance energy is the difference in energy...Ch. 11 - Furan, C4H4O , is a substance derivable from oat...Ch. 11 - As discussed in Are You Wondering 11-1, the sp...Ch. 11 - In Chapter 10, we saw that electronegativity...Ch. 11 - Borazine, B2N2H2 is often referred to as inorganic...Ch. 11 - Which of the following combinations of orbitals...Ch. 11 - Prob. 76FPCh. 11 - Prob. 77SAECh. 11 - Prob. 78SAECh. 11 - Explain the important distinctions between the...Ch. 11 - A molecule in which sp2 hybrid orbitals are used...Ch. 11 - Prob. 81SAECh. 11 - The hybridization scheme for the central atom...Ch. 11 - Of the following, the species with a bond order of...Ch. 11 - The hybridization scheme for Xe in XeF2 is (a) sp;...Ch. 11 - Delocalized molecular orbitals are found in (a)...Ch. 11 - Prob. 86SAECh. 11 - Why does the hybridization sp2d not account for...Ch. 11 - What is the total number of (a) bonds and (b) p...Ch. 11 - Which of the following species are paramagnetic?...Ch. 11 - Use the valence molecular orbital configuration to...Ch. 11 - Use the valence molecular orbital configuration to...Ch. 11 - Which of these diatomic molecules do you think has...Ch. 11 - For each of the following ions or molecules,...Ch. 11 - Draw Lewis structures for the NO2 and NO2+ ions,...Ch. 11 - In which of the following is the central atom sp...Ch. 11 - Prob. 96SAECh. 11 - According to molecular orbital theory, the O22 ion...Ch. 11 - What is the angle between the hybrid orbitals...Ch. 11 - Consider the molecule with the Lewis structure...Ch. 11 - Construct a concept map that embodies the ideas of...Ch. 11 - Prob. 101SAECh. 11 - Construct a concept map that describes the...
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- Aspirin, or acetylsalicylic acid, has the formula C9H8O4 and the skeleton structure (a) Complete the Lewis structure and give the number of bonds and bonds in aspirin. (b) What is the hybridization about the CO2H carbon atom (colored blue)? (c) What is the hybridization about the carbon atom in the benzene-like ring that is bonded to an oxygen atom (colored red)? Also, what is the hybridization of the oxygen atom bonded to this carbon atom?arrow_forwardThere are two compounds with the molecular formula HN3. One is called hydrogen azide; the other is cyclotriazene. (a) Write the Lewis structure for each compound. (b) Designate the hybridization of each nitrogen in hydrogen azide. (c) What is the hybridization of each nitrogen in cyclotriazene? (d) How many sigma bonds are in hydrogen azide? In cyclotriazene? (e) How many pi bonds are in hydrogen azide? In cyclotriazene? (f) Give approximate values for the N-to-N-to-N bond angles in each molecule.arrow_forward• explain how hybridization reconciles observed molecular shapes with the orbital overlap model.arrow_forward
- Do lone pairs about a central atom affect the hybridization of the central atom? If so, how?arrow_forward• explain the formation of multiple bonds in terms of the overlap of a combination of hybridized and unhybridized atomic orbitals.arrow_forwardThe structure of amphetamine, a stimulant, is shown below. (Replacing one H atom on the NH2, or amino, group with CH3 gives methamphetamine a particularly dangerous drug commonly known as speed.) (a) What are the hybrid orbitals used by the C atoms of the C6 ring. by the C atoms of the side chain, and by the N atom? (b) Give approximate values for the bond angles A, B, and C. (c) How many bonds and bonds are in the molerule? (d) Is the molecule polar or nonpolar? (e) Amphetamine reacts readily with a proton (H+) in aqueous solution. Where does this proton attach to the molecule? Explain how the electrostatic potential map predicts this site of protonation.arrow_forward
- In 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_forwardGive the hybridization of each central atom in the following molecules. (a) cyclohexene (b) phosgene, Cl2CO (c) glycine, H2NC(1)H2C(2)OOH (Note: Numbers in parentheses label each carbon atom.)arrow_forwardStrike-anywhere matches contain a layer of KClO3 and a layer of P4S3. The heat produced by the friction of striking the match causes these two compounds to react vigorously, which sets fire to the wooden stem of the match. KCIO3 contains the ClO3 ion. P4S3 is an unusual molecule with the skeletal structure. (a) Write Lewis structures for P4S3 and the ClO3 ion. (b) Describe the geometry about the P atoms, the S atom, and the Cl atom in these species. (c) Assign a hybridization to the P atoms, the S atom, and the Cl atom in these species. (d) Determine the oxidation states and formal charge of the atoms in P4S3 and the ClO3 ion.arrow_forward
- Give the shape that describes each hybrid orbital set: (a) sp2 (b) sp3d (c) sp (d) sp3d2arrow_forwardDraw the valence bond diagram representing chemical bonding in the molecule of HCONH2 , showing atomic and hybridized orbitals as boxes, valence electrons as arrows in the boxes, and chemical bonds as lines connecting the boxes. Note that the lone pair on N occupies an unhybridized 2p orbital due to the contribution of resonance structure.arrow_forwardWhich one of the following statements is false? Valence bond theory and molecular orbital theory can be described as two different views of the same thing. When one considers the molecular orbitals resulting from the overlap of any two specific atomic orbitals, the bonding orbitals are always lower in energy than the antibonding orbitals. Molecular orbitals are generally described as being more delocalized than hybridized atomic orbitals. One of the shortcomings of molecular orbital theory is its inability to account for a triple bond in the nitrogen molecule, N2. One of the shortcomings of valence bond theory is its inability to account for the paramagnetism of the oxygen molecule, O2.arrow_forward
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