Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 1.13, Problem 34P
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?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
5.a. Explain how the lattice energy of an ionic compound such as KCI can be
determined using the Born-Haber cycle. On what law is this procedure based?
How do the ionization energy and the electron affinity determine whether atoms
of elements will combine to form ionic compounds?
b. Explain in molecular orbital terms the changes in H-H inter-nuclear distance that
occurs as the molecular H2 is ionized first to H2* and then to H2²*. Explain why
the bond order of N2 is greater than that of N2*, but the bond order of 02 is less
than that of O2*.
Biotin is being studied in a lab.
a. What is the IMF(s) of biotin (C10H16N2O3S)?
b. What are the sigma/pi bondings and bond angles of biotin?
c. What are the resonance functional groups?
Complete the following resonance structures for POCl3.
a. Would you predict the same molecular structure from each resonance structure?
b. What is the hybridization of P in each structure?
c. What orbitals can the P atom use to form the π bond in structure B?
d. Which resonance structure would be favoured on the basis of formal charges?
Chapter 1 Solutions
Organic Chemistry
Ch. 1.1 - Oxygen has three isotopes, 16O, 17O, and 18O. The...Ch. 1.1 - Chlorine has two isotopes, 35Cl and 37Cl; 75.77%...Ch. 1.2 - Prob. 3PCh. 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. 15PCh. 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. 19PCh. 1.4 - Which of the atoms in the molecular models in...Ch. 1.4 - Prob. 21PCh. 1.5 - Draw the following orbitals: a. 3s orbital b. 4s...Ch. 1.6 - Prob. 23PCh. 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. 1.11 - Predict the approximate bond angles in a. the...Ch. 1.11 - According to the potential map for the ammonium...Ch. 1.12 - Prob. 32PCh. 1.13 - a. What are the relative lengths and strengths of...Ch. 1.13 - Prob. 35PCh. 1.14 - Prob. 36PCh. 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 - Prob. 41PCh. 1.15 - Predict the approximate bond angles for a. the CNC...Ch. 1.16 - If the dipole moment of CH3F is 1.847 D and the...Ch. 1.16 - Account for the difference in the shape and color...Ch. 1.16 - What of the following molecules would you expect...Ch. 1 - Prob. 46PCh. 1 - Prob. 47PCh. 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. 51PCh. 1 - Draw a Lewis structure for each of the following:...Ch. 1 - 53. What is the hybridization of each of the...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 - What is the hybridization of the indicated atom in...Ch. 1 - Prob. 57PCh. 1 - Prob. 58PCh. 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 - Rank the following compounds from highest dipole...Ch. 1 - In which orbitals are the lone pairs in nicotine?Ch. 1 - Prob. 65PCh. 1 - Prob. 66PCh. 1 - a. Which of the species have bond angles of 109.5?...Ch. 1 - Prob. 68PCh. 1 - Which compound has a larger dipole moment: CH3Cl...Ch. 1 - Prob. 70PCh. 1 - Prob. 71PCh. 1 - Explain why CH3Cl has a greater dipole moment than...Ch. 1 - Prob. 73P
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 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_forwardUse the MO model to explain the bonding in BeH2. When constructing the MO energy-level diagram, assume that the Bes 1s electrons are not involved in bond formation.arrow_forwardWhat are the relative lengths and strengths of the carbon–halogen bonds in CH3F, CH3Cl, and CH3Br?arrow_forward
- 1. 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_forward1. 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_forward
- 4.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_forwardConsider 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_forward10. 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_forward
- Consider 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_forwardThe bond energy of C2 is 599 kJ/mol, the bond distance is 110 pm. Take a rough estimate of the Coulomb repulsion in doubly ionized C2 (i.e., C22+). How far would the C-C bond have to stretch for the Coulomb repulsion to be less than the bond energy in neutral C2? Do you think that the C22+ molecule will still be stable?arrow_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
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
General Chemistry - Standalone book (MindTap Cour...ChemistryISBN:9781305580343Author:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; DarrellPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
General Chemistry - Standalone book (MindTap Cour...
Chemistry
ISBN:9781305580343
Author:Steven D. Gammon, Ebbing, Darrell Ebbing, Steven D., Darrell; Gammon, Darrell Ebbing; Steven D. Gammon, Darrell D.; Gammon, Ebbing; Steven D. Gammon; Darrell
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Stoichiometry - Chemistry for Massive Creatures: Crash Course Chemistry #6; Author: Crash Course;https://www.youtube.com/watch?v=UL1jmJaUkaQ;License: Standard YouTube License, CC-BY
Bonding (Ionic, Covalent & Metallic) - GCSE Chemistry; Author: Science Shorts;https://www.youtube.com/watch?v=p9MA6Od-zBA;License: Standard YouTube License, CC-BY
General Chemistry 1A. Lecture 12. Two Theories of Bonding.; Author: UCI Open;https://www.youtube.com/watch?v=dLTlL9Z1bh0;License: CC-BY