Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 2.1B, Problem 2.3P
For each of the following compounds
- 1. Draw the Lewis structure.
- 2. Show how the bond dipole moments (and those of any nonbonding pairs of electrons) contribute to the molecular dipole moment.
- 3. Estimate whether the compound will have a large small, or zero dipole moment.
- a. NH4+
- b. O3
- a. NH4+ has four polar N—H bonds These bonds are probably more polarized than a typical N—H bond, because the N in NH4+ bears a formal positive charge Nevertheless, these four colar bonds have a symmetric tetrahedral arrangement so they cancel each other.
- b. Ozone (O3) is an sp2 hybrid structure with a lone pair on the central oxygen atom Therefore O3 must be bent. The resonance structures imply partia negatve charges on the outer oxygens and a partial positive charge on the central oxygen. The lone pair on the central oxygen cancels part, but not all, of the vector sum of the two O—O dipoles The resulting not d polo is relatively small.
- a. Ozone (O3) is an sp2 hybrid structure, with a lone pair on the central oxygon atom Therefore, O3 must be bent. The resonance structures imply partial negative charges on the outer oxygens end a partial positive charge on the central oxygen. The lone pair on the central oxygen cancels part but not all, of the vector sum of the two O—O dipoles The resulting net dipole is relatively small.
- b. CH2CI2
- c. CH3F
- d. CF4
- e. CH3OH
- f. HCN
- g. CH3CHO
- h. H2C=NH
- i. (CH3)3N
- j. CH2=CHCI
- k. BF3
- l. BeCl2
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Sodium Azide is an ionic compound that is used in automotive air bags. It has the chemical
formula NaN3 (The Azide ion is N , and should not be confused with the Nitride ion,
N°).
a. Give the LEWIS diagram of the Azide ion.
b. What is the geometry of the Azide ion? What is the bond angle of the Azide
ion?
14 and 15 only
For each of the given species:a. Draw its Lewis structure.b. Describe the orbitals used by each carbon atom in bonding and indicate the approximate bond angles.1. H2CO2 2. HCN 3. CC14 4. H2CO3
Chapter 2 Solutions
Organic Chemistry (9th Edition)
Ch. 2.1A - Prob. 2.1PCh. 2.1B - The NF bond is more polar than the NH bond: but...Ch. 2.1B - For each of the following compounds 1. Draw the...Ch. 2.1B - Two isomers of 1,2-dichloroethene are known One...Ch. 2.2C - Prob. 2.5PCh. 2.2C - Prob. 2.6PCh. 2.3 - Prob. 2.7PCh. 2.4 - Calculate the pH of the following solutions a....Ch. 2.6A - Ammonia appears in Table 2-2 as both an acid and a...Ch. 2.7 - Write equations for the following acid-base...
Ch. 2.7 - Ethanol, methylamine. and acetic acid are all...Ch. 2.8 - Prob. 2.12PCh. 2.10 - Write equations for the following acid-base...Ch. 2.10 - Rank the following acids in decreasing order of...Ch. 2.11 - Prob. 2.15PCh. 2.11 - Prob. 2.16PCh. 2.11 - Consider each pair of bases and explain which one...Ch. 2.12 - Which is a stronger base ethoxide ion or acetate...Ch. 2.12 - Prob. 2.19PCh. 2.12 - Prob. 2.20PCh. 2.12 - Prob. 2.21PCh. 2.12 - Choose the more basic member of each pair of...Ch. 2.14 - Prob. 2.23PCh. 2.15D - Classify the following hydrocarbons and draw a...Ch. 2.16D - Prob. 2.25PCh. 2.17C - Draw a Lewis structure and classify each of the...Ch. 2.17C - Circle the functional groups in the following...Ch. 2 - The CN triple bond in acetonitrile has a dipole...Ch. 2 - Prob. 2.29SPCh. 2 - Sulfur dioxide has a dipole moment of 1.60 D....Ch. 2 - Which of the following pure compounds can form...Ch. 2 - Predict which member of each pair is more soluble...Ch. 2 - Prob. 2.33SPCh. 2 - Prob. 2.34SPCh. 2 - Predict which compound in each pair has the higher...Ch. 2 - All of the following compounds can react as acids...Ch. 2 - Rank the following species in order of increasing...Ch. 2 - Rank the following species in order of increasing...Ch. 2 - The Ka of phenylacetic acid is 5 2 105, and the...Ch. 2 - The following compound can become protonated on...Ch. 2 - The following compounds are listed in increasing...Ch. 2 - Prob. 2.42SPCh. 2 - Prob. 2.43SPCh. 2 - Compare the relative acidity of 1-molar aqueous...Ch. 2 - The following compounds can all react as acids. a....Ch. 2 - The following compounds can all react as bases. a....Ch. 2 - The following compounds can all react as acids. a....Ch. 2 - Prob. 2.48SPCh. 2 - Methyllithium (CH3Li) is often used as a base in...Ch. 2 - Label the reactants in these acid-base reactions...Ch. 2 - In each reaction, label the reactants as Lewis...Ch. 2 - Prob. 2.52SPCh. 2 - Each of these compounds can react as a nucleophile...Ch. 2 - Prob. 2.54SPCh. 2 - Give a definition and an example for each class of...Ch. 2 - Circle the functional groups in the following...Ch. 2 - Prob. 2.57SP
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
- Which of these molecules and ions contain polar bonds? Which of these molecules and ions have dipole moments? (a) H3O (b) PCl4 (c) SnCl3 (d) BrCl4 (e) ICI3 (f) XeF4 (g) SF2arrow_forwardDraw an orbital picture of propene. The bond between and is formed by the overlap of which types of orbitals? a. sp2 and sp2 b. sp3 and sp3 c. sp2 on Ca and sp3 on Cb d. sp3 on Ca and sp2 on Cb The double bond between and is formed by what? a. two sigma bonds b. two pi bonds c. overlap of a p orbital on Cb with a sp2 orbital on Cc. d. overlap of two p orbitals plus overlap of two sp2 orbitalsarrow_forward1 2 3arrow_forward
- The formula for nitryl chloride is CINO2 (in which N is the central atom). a.Draw the Lewis structure for the molecule, including all resonance structures. b.What is the N-O bond order? c.Describe the electron-pair and molecular geometries and give values for all bond angles. d.What is the most polar bond in the molecule? Is the molecule polar? e.The computer program used to calculate electrostatic potential surfaces gave the following charges on atoms in the molecule: A =-0.03, B = -0.26, and C = +0.56. Identify the atoms A, B, and C. Are these calculated charges in accord with your predictions?arrow_forward12. The presence of a lone pair in the structure of ammonia (NH ) causes the H-N-H bond angle to deviate from the ideal value of 109.5° for tetrahedral geometry. What is the expected deviation for the value of the H-N-H bond angle? a. H-N-H bond angle > 109.5°b. it will not deviate from the ideal valuec. H-N-H bond angle < 109.5°d. cannot be determined 13. Which of the following statements are TRUE regarding the valence shell electron pair repulsion (VSEPR) theory? (Choose all that applies. a. 3D arrangement of the nuclei joined by electron groups result to the molecular shapeb. each electron group repels other groups to minimize the angle between themc. electron group arrangements are defined by both the bonding and nonbonding valence electron groups around the central atom 14. TRUE/FALSE: Secondary bonds are stronger than primary bonds due to the longer distance between the molecules involved in the interactions.arrow_forward1. Mark the following statements (A-E) as true or false A. The halogen bond dissociation energy decreases in the row Cl2 Br2 I2 because of repulsion between the electrons in the lower shells. B. The melting points of the dihalogens increase down the group because the interactions between the dihalogen molecules get stronger C. The electronegativity of the halogens decreases down the group because of the decrease of the electron affinity and the increase of the ionization energy. D. The unusually low bond dissociation energy of the F2 molecule is a direct result of the high electronegativity of fluorine E. The high reactivity of fluorine is in part due to the low bond dissociation energy of the F2 moleculearrow_forward
- Please answer question 20 Part A, B, and Carrow_forwardAtom A has 4 valence electrons. Atom Z has 6 valence electrons. For the AZ3-2 ion How many valence electrons are in the structure? b. How many single bonds are in the structure? c. How many double bonds are in the structure? d. How many triple bonds are in the structure? e. How many lone pairs are on the central atom in the structure? f. What is the shape of the structure? g. What are the bond angles of this ion?arrow_forwardL A Moving to another question will save this response. Question 6 For collisions to be successful, reactants must have O a. favorable geometry only ☐ b. sufficient heat of reaction only ☐ c. sufficient kinetic energy and favourable geometry ☐ d. sufficient potential energy only A Moving to another question will save this response. SOLarrow_forward
- Please answer question 7 part Aarrow_forward9 A molecule (or ion) has _______ electrons. It is composed of a central atom surrounded by identical atoms. Draw a generic Lewis structure using A for the central atom and X for the outer atoms. Identify at least one molecule and one ion that have the above electron configuration. The electron geometry is The molecular shape is The bond angles are The hybridization of the central atom is MacBook Proarrow_forwardWhich is the correct option and why? Explain in detail.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Chemistry: The Molecular ScienceChemistryISBN:9781285199047Author:John W. Moore, Conrad L. StanitskiPublisher:Cengage LearningOrganic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningChemistry by OpenStax (2015-05-04)ChemistryISBN:9781938168390Author:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark BlaserPublisher:OpenStax
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Chemistry by OpenStax (2015-05-04)
Chemistry
ISBN:9781938168390
Author:Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
Publisher:OpenStax
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