Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 1.13, Problem 37P
a. What are the relative lengths and strengths of the bonds in Cl2 and Br2?
b. What are the relative lengths and strengths of the carbon-halogen bonds in CH3F, CH3Cl, and CH3Br?
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Biotin is being studied in a lab.
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a. Would you predict the same molecular structure from each resonance structure?
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Chapter 1 Solutions
Organic Chemistry (8th Edition)
Ch. 1.1 - Oxygen has three isotopes, 16O, 17O, and 18O. The...Ch. 1.1 - a. How many protons do the following species...Ch. 1.1 - Chlorine has two isotopes, 35Cl and 37Cl; 75.77%...Ch. 1.2 - Prob. 4PCh. 1.2 - a. Write the ground-state electronic configuration...Ch. 1.2 - Look at the relative positions of each pair of...Ch. 1.3 - a. Find potassium (K) in the periodic table and...Ch. 1.3 - Which bond is more polar? a. b. c. d.Ch. 1.3 - Which of the following has a. the most polar bond?...Ch. 1.3 - Use the symbols + and to show the direction of...
Ch. 1.3 - Explain why HCL has a smaller dipole moment than...Ch. 1.3 - After examining the potential maps for LiH, HF,...Ch. 1.4 - An atom with a formal charge does not necessarily...Ch. 1.4 - Prob. 16PCh. 1.4 - a. Draw two Lewis structure for C2H6O. b. Draw...Ch. 1.4 - Draw the lone-pair electrons that are not shown in...Ch. 1.4 - Prob. 20PCh. 1.4 - Which of the atoms in the molecular models in...Ch. 1.4 - Prob. 22PCh. 1.4 - Prob. 23PCh. 1.5 - Draw the following orbitals: a. 3s orbital b. 4s...Ch. 1.6 - Prob. 25PCh. 1.6 - Indicate the kind of molecular orbital (, , , or )...Ch. 1.7 - What orbitals are used to form the 10 sigma bonds...Ch. 1.7 - Explain why a bond formed by overlap of s orbital...Ch. 1.9 - Put n number in each of the blanks: a. __ s...Ch. 1.9 - For each of the given species: a. Draw its Lewis...Ch. 1.11 - Predict the approximate bond angles in a. the...Ch. 1.11 - According to the potential map for the ammonium...Ch. 1.12 - Prob. 35PCh. 1.13 - a. What are the relative lengths and strengths of...Ch. 1.13 - Prob. 38PCh. 1.14 - Describe the orbitals used in bonding and the bond...Ch. 1.15 - Which of the bond in a carbon-oxygen double bond...Ch. 1.15 - Would you expect a CC bond formed by sp2sp2...Ch. 1.15 - Caffeine is a natural insecticide found in the...Ch. 1.15 - a. What is the hybridization of each of the carbon...Ch. 1.15 - Predict the approximate bond angles for a. the CNC...Ch. 1.16 - What of the following molecules would you expect...Ch. 1.16 - Account for the difference in the shape and color...Ch. 1.16 - If the dipole moment of CH3F is 1.847 D and the...Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - Prob. 50PCh. 1 - What is the hybridization of all the atoms (other...Ch. 1 - Draw the condensed structure of a compound that...Ch. 1 - Predict the approximate bond angles: a. the CNH...Ch. 1 - Prob. 54PCh. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - What is the hybridization of each of the carbon...Ch. 1 - Rank the bonds from most polar. a. CO, CF, CN b....Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - Prob. 59PCh. 1 - What is the hybridization of the indicated atom in...Ch. 1 - Predict the approximate bond angles for the...Ch. 1 - Prob. 62PCh. 1 - Draw the missing lone-pair electrons and assigns...Ch. 1 - a. Which of the indicated bonds in each molecule...Ch. 1 - For each of the following molecules, indicate the...Ch. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - Prob. 67PCh. 1 - Rank the following compounds from highest dipole...Ch. 1 - In which orbitals are the lone pairs in nicotine?Ch. 1 - Prob. 70PCh. 1 - Prob. 71PCh. 1 - a. Which of the species have bond angles of 109.5?...Ch. 1 - Prob. 73PCh. 1 - Which compound has a larger dipole moment: CH3Cl...Ch. 1 - Prob. 75PCh. 1 - Explain why CH3Cl has a greater dipole moment than...Ch. 1 - a. Draw a Lewis structure for each of the...Ch. 1 - There are three isomers with molecular formula...
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- Best Lewis Formula and Molecular Geometry A student writes the Lewis electron-dot formula for the carbonate anion, CO32, as a Does this Lewis formula obey the octet rule? Explain. What are the formal charges on the atoms? Try describing the bonding for this formula in valence bond terms. Do you have any difficulty doing this? b Does this Lewis formula give a reasonable description of the electron structure, or is there a better one? If there is a better Lewis formula, write it down and explain why it is better. c The same student writes the following resonance description for CO2: Is there something wrong with this description? (What would you predict as the geometries of these formulas?) d Is one or the other formula a better description? Could a value for the dipole moment help you decide? e Can you write a Lewis formula that gives an even better description of CO2? Explain your answer.arrow_forward1. Draw the lewis structure for acetamide (CH3CONH2) and determine the geometry about each interior atom. Experiments show that the geometry about each interior atom in acetamide is nearly planar. What resonance structure can account for the planar geometry about the nitrogen atom?arrow_forward2. What is the formal charge on the phosphorus (P) atom in PCl4+? 3. How do the P-Ci single bond lengths in PCl5, PCl4+, and PCl6- generally compare? 4. Identify the type of bonding the central atom undergoes in PCl5 and PCl6-.arrow_forward
- Consider bonding in elemental oxygen and elemental sulfur. a.Why is O2 more stable as a diatomic molecule than S2? b.Why does S8 form much more stable ring structure than O8?arrow_forwardQ5. Explain the differences between VBT and CFT in terms of bonding?arrow_forward4.Examine the model and real structures for SO2. A.In what way does the central atom violate the octet rule? When is it possible for molecules to have this exception to the octet rule? B.Calculate the difference in the bond angle between the real and model structure? Is this difference larger or smaller than the difference observed for H2O? Why is the deviation between the real and model structure different for SO2compared to H2O? The deviation for H2O is 5 degreesarrow_forward
- 1. What is the formal charge on the chlorine (Cl) atom in PCl₄⁺? 2. What is the formal charge on the phosphorus (P) atom in PCl4+? 3. How do the P-Ci single bond lengths in PCl5, PCl4+, and PCl6- generally compare? 4. Identify the type of bonding the central atom undergoes in PCl5 and PCl6-.arrow_forwardConsider the molecules PF3 and PF5. A. Draw the Lewis electron-dot structures for PF3 and PF5 and predict the molecular geometry. B. Is the PF3 polar or non-polar and why? C. On the basis of bonding principles, predict whether each of the following compounds exists. In each case, explain your prediction. (i) NF5 (ii) AsF5arrow_forwarda. SeO2, like SO2, has two resonance forms. Draw their Lewis structures.b. Explain any similarities between the structures for SeO2and SO2 in light of periodic relationships.arrow_forward
- 10. Each ball-and-stick model below shows the electron-pair and molecular geometry of a generic molecule. Explain what is wrong with each molecular geometry and provide the correct molecular geometry based on the number of lone and bonding pairs around the central atom. (a) (b) (c) 11. Draw the Lewis structure for acetamide (CH3CONH2) and determine the geometry about each interior atom. Experiments show that the geometry about the N atom in acetamide is nearly planar. Draw a resonance structure that can account for the planar geometry about the N atom.arrow_forwardA. Fill in the following table Molecular No. of No. of lone Molecular Bond Polar or pairs (around central atom) Formula bond pairs geometry angle(s) Nonpolar SiCl, IF4 XeF;* SCharrow_forward3. Describe the types of bonds (o or n) in acetone, (CH3)2CO. (arrow_forward
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