Chemistry & Chemical Reactivity
9th Edition
ISBN: 9781133949640
Author: John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher: Cengage Learning
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Chapter 9, Problem 65SCQ
Three of the four π molecular orbitals for cyclobutadiene are pictured here. Place them in order of increasing energy. (See Figures 9.13, 9.15, 9.16, and 9.18 and the relation of orbital energy and nodes.)
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According to Huckel theory, what is the difference in total energy between the anion (C6H6) and the dication
(C6H6)2+ of Benzene? In your work, explicitly state which orbitals are occupied in case of the anion and the
dictation and what the total energy of each of the two ions is. The total energy difference is defined as
AE =
Eanion
Ea
dication·
O 2a – 23
O 3a + B
O a + B
O 2a + 28
3a - B
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.
Just need the last two, Bond angle and 3D structure and polarity
Chapter 9 Solutions
Chemistry & Chemical Reactivity
Ch. 9.2 - Use valence bond theory to describe the bonding in...Ch. 9.2 - Identify the hybridization of each underlined atom...Ch. 9.2 - Use valence bond theory to describe the bonding in...Ch. 9.2 - What is the hybridization of the S atom (the...Ch. 9.2 - 2. Which of the following is incorrect?
The...Ch. 9.2 - Prob. 3RCCh. 9.2 - Prob. 4RCCh. 9.3 - What is the electron configuration of the H2+ ion?...Ch. 9.3 - Could the anion Li2 exist? What is the ions bond...Ch. 9.3 - The cations O2+ and N2+ are formed when molecules...
Ch. 9.3 - What is the NO bond order in nitrogen monoxide,...Ch. 9.3 - Prob. 2RCCh. 9.3 - Prob. 3RCCh. 9.3 - 4. Among the known dioxygen species (O2+, O2, O2−...Ch. 9.3 - What is the empirical formula of Tynan purple?Ch. 9.3 - Butter yellow absorbs light with a wavelength of...Ch. 9.3 - Prob. 3CSCh. 9.A - Photoelectron spectroscopy is s1milar to the...Ch. 9.A - What is the energy of a photon with a wavelength...Ch. 9.A - Using the accompanying figure, state which...Ch. 9.A - The kinetic energy of an electron ejected from the...Ch. 9.A - The N2+ ions that are formed when electrons with...Ch. 9 - Draw the Lewis structure for chloroform, CHCl3....Ch. 9 - Draw the Lewis structure for NF3. What are its...Ch. 9 - Draw the Lewis structure for hydroxylamine, H2NOH....Ch. 9 - Draw the Lewis structure for 1,...Ch. 9 - Draw the Lewis structure for carbonyl fluoride,...Ch. 9 - Draw the Lewis structure for acetamide, CH3CONH2....Ch. 9 - Specify the electron-pair and molecular geometry...Ch. 9 - Specify the electron-pair and molecular geometry...Ch. 9 - Prob. 9PSCh. 9 - What is the hybrid orbital set used by each of the...Ch. 9 - Draw the Lewis structures of the acid HPO2F2 and...Ch. 9 - Draw the Lewis structures of the arid HSO3F and...Ch. 9 - What is the hybridization of the carbon atom in...Ch. 9 - What is the hybridization of the carbon atoms in...Ch. 9 - What is the electron-pair and molecular geometry...Ch. 9 - Prob. 17PSCh. 9 - For each compound below, decide whether cis and...Ch. 9 - Molecular Orbital Theory (See Examples 9.49.6.)...Ch. 9 - Give the electron configurations for the ions Li2+...Ch. 9 - Platinum hexafluoride is an extremely strong...Ch. 9 - When potassium and oxygen react, one of the...Ch. 9 - Among the following, which has the shortest bond...Ch. 9 - Consider the following list of small molecules and...Ch. 9 - Prob. 27PSCh. 9 - The nitrosyl ion. NO+, has an interesting...Ch. 9 - These questions are not designated as to type or...Ch. 9 - What is the OSO angle and the hybrid orbital set...Ch. 9 - Sketch the resonance structures for the nitrite...Ch. 9 - Sketch the resonance structures for the nitrate...Ch. 9 - Sketch the resonance structures for the N2O...Ch. 9 - Compare the structure and bonding in CO2 and CO32...Ch. 9 - Numerous molecules are detected in deep space....Ch. 9 - Acrolein, a component of photochemical smog, has a...Ch. 9 - The organic compound below is a member of a class...Ch. 9 - The compound sketched below is acetylsalicylic...Ch. 9 - Phosphoserine is a less-common amino acid. (a)...Ch. 9 - Lactic acid is a natural compound found in sour...Ch. 9 - Cinnamaldehyde ocaus naturally in cinnamon oil....Ch. 9 - The ion Si2 was reported in a laboratory...Ch. 9 - The simple valence bond picture of O2 does not...Ch. 9 - Nitrogen, N2, can ionize to form N2+ or add an...Ch. 9 - Which of the homonuclear, diatomic molecules of...Ch. 9 - Which of the following molecules or ions are...Ch. 9 - Prob. 47GQCh. 9 - The structure of amphetamine, a stimulant, is...Ch. 9 - Menthol is used in soaps, perfumes, and foods. It...Ch. 9 - Prob. 50GQCh. 9 - Suppose you carry out the following reaction of...Ch. 9 - Ethylene oxide is an intermediate in the...Ch. 9 - The sulfamate ion, H2NSO3, can be thought of as...Ch. 9 - The compound whose structure is shown here is...Ch. 9 - Prob. 55ILCh. 9 - Carbon dioxide (CO2), dinitrogen monoxide (N2O),...Ch. 9 - Draw the two resonance structures that describe...Ch. 9 - Draw a Lewis structure for diimide, HNNH. Then,...Ch. 9 - Prob. 59SCQCh. 9 - Consider the three fluorides BF4, SiF4, and SF4....Ch. 9 - When two amino acids react with each other, they...Ch. 9 - What is the connection between bond order, bond...Ch. 9 - When is it desirable to use MO theory rather than...Ch. 9 - Show how valence bond theory and molecular orbital...Ch. 9 - Three of the four molecular orbitals for...Ch. 9 - Lets look more closely at the process of...Ch. 9 - Borax has the molecular formula Na2B4O5(OH)4. The...Ch. 9 - A model of the organic compound allene is shown...Ch. 9 - Prob. 69SCQCh. 9 - Prob. 70SCQCh. 9 - Bromine forms a number of oxides of varying...Ch. 9 - Prob. 72SCQCh. 9 - Urea reacts with malonic acid to produce...
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- In which of the following orbitals does an electron possess the most energy? 2s; 3s; 4s; 3p; 2parrow_forwardCalculate the charge distribution and bond orders of 2,3-dimethyl butadiene.arrow_forwardRepresent 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-arrow_forward
- In each of the following molecules, a central atom is surrounded by a total of three atoms or unshared electron pairs: SnCl2, BCl3, SO2. In which of these molecules would you expect the bond angle to be less than 120? Explain your reasoning.arrow_forwardWhen one electron is added to an oxygen molecule, a superoxide ion (O2) is formed. The addition of two electrons gives a peroxide ion (O22) . Removal of an electron from O2 leads to O2+ . (a) Construct the correlation diagram for O2 . (b) Give the valence electron configuration for each of the following species: O2+,O2,O2,O22 . (c) Give the bond order of each species. (d) Predict which species are paramagnetic. (e) Predict the order of increasing bond dissociation energy among the species.arrow_forwardIn Chapter 6, we study a group of organic cations called carbocations. Following is the structure of one such carbocation, the tert-butyl cation. (a) How many electrons are in the valence shell of the carbon bearing the positive charge? (b) Using VSEPR, predict the bond angles about this carbon. (c) Given the bond angle you predicted in (b), what hybridization do you predict for this carbon?arrow_forward
- Consider a molecule AB6, where element A has 6 valence electrons and B has 7 valence electrons. If the ΔEn for each bond = 1.2, predict the shape, bond hybridization and polarity (polar or non-polar) of the molecule. Your answer should follow the format: a) number of total electrons for bonding; b) Steric Number and Lone Pairs; c) name of shape based on the VSEPR chart, d) bond hybridization and e) molecular polarity.arrow_forwardOrder the following atomic orbitals according to their relative energy levels in homodiatomic molecules and explain your choice: F 2s, F 2px, F 2pz, O 2px, O 2pz; O 2s; N 2px, N 2p:; N 2sarrow_forwardIn the following compounds, the C atoms form a single ring.Draw a Lewis structure for each compound, identify cases for which resonance exists, and determine the carbon-carbon bondorder(s): (a) C₃H₄; (b) C₃H₆; (c) C₄H₆; (d) C₄H₄; (e) C₆H₆.arrow_forward
- 3 2 4 5 Consider the following second-period heteronuclear diatomic molecule. Combining the valence orbitals (2px, 2py, 2pz, and 2s) of each of the two atoms creates eight new orbitals (one 02s*, one 02s, one 02p, one 02p, two л₂p, and two л₂p) that span the entire molecule and explain it's electronic properties. Those eight new orbitals exist at six energy levels. Rank the molecular orbitals of a F2 molecule from lowest (1) to highest (6) energy. Fatom 6- highest 1- lowest F2 molecule [Choose ] [Choose ] [Choose ] [Choose ] [Choose ] [Choose ] F atomarrow_forwardThe molecular structure of the molecule sulfur cyanide trifluoride, CF3NS, is characterized by the following bond lengths: C-N/ 116 picometers, S-C/ 174 picometers, and S-F/ 160 picometers. Using the observed bond lengths as a guide, draw a realistic lewis structure for sulfur cyanide tirfluoride and assign formal charges to each atom. Are there any resonance structures? Predict the hybridization of the C , N, and S atoms.arrow_forwardThe 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…arrow_forward
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