Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 1, Problem 47P
Ozone
(a) Assign any necessary formal charges to the atoms in this structure. (b) Write another equivalent resonance structure for ozone. (c) What do these resonance structures predict about the relative lengths of the two oxygen-oxygen bonds of ozone? (d) In the structure above, and the one you have written, assume an angular shape for the ozone molecule. Is this shape consistent with VSEPR theory? Explain your answer.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
(a) Determine the formal charge of oxygen
in the following structure. If the atom is
formally neutral, indicate a charge of zero.
(b) Draw an alternative Lewis (resonance)
structure for the compound given in part (a).
Show the unshared pairs and nonzero formal
charges in your structure. Don't use radicals.
Formal charge on O
0
A stable triatomic molecule can be formed that contains one atom each of nitrogen, sulfur, and fluorine. Three bonding structures are possible, depending on which is the central atom: NSF, SNF, and SFN.
(a) Write a Lewis diagram for each of these molecules, indicating the formal charge on each atom.
(b) Often, the structure with the least separation of formal charge is the most stable. Is this statement consistent with the observed structure for this molecule— namely, NSF, which has a central sulfur atom?
(c) Does consideration of the electronegativities of N, S, and F from Figure 3.18 help rationalize this observed structure? Explain. 100. The gas
The two compounds nitrogen dioxide and dinitrogen tetraoxide are introduced in Section 3.13.
(a) NO2 is an odd-electron compound. Draw the best Lewis diagrams possible for it, recognizing that one atom cannot achieve an octet configuration. Use formal charges to decide whether that should be the (central) nitrogen atom or one of the oxygen atoms.
(b) Draw resonance forms for N2O4 that obey the octet rule. The two N atoms are bonded in this molecule.
Chapter 1 Solutions
Organic Chemistry
Ch. 1 - Prob. 1PPCh. 1 - Prob. 2PPCh. 1 - Prob. 3PPCh. 1 - Prob. 4PPCh. 1 - Prob. 5PPCh. 1 - Prob. 6PPCh. 1 - Prob. 7PPCh. 1 - Prob. 8PPCh. 1 - Prob. 9PPCh. 1 - Prob. 10PP
Ch. 1 - Prob. 11PPCh. 1 - Prob. 12PPCh. 1 - Prob. 13PPCh. 1 - Prob. 14PPCh. 1 - Prob. 15PPCh. 1 - Prob. 16PPCh. 1 - Prob. 17PPCh. 1 - Prob. 18PPCh. 1 - Prob. 19PPCh. 1 - Prob. 20PPCh. 1 - Prob. 21PPCh. 1 - Practice Problem 1.22 Which of the following...Ch. 1 - Prob. 23PPCh. 1 - Prob. 24PPCh. 1 - Practice Problem 1.25
What do the bond angles of...Ch. 1 - Prob. 26PPCh. 1 - Practice Problem 1.27
Use VSEPR theory to predict...Ch. 1 - Practice Problem 1.28 Predict the bond angles of...Ch. 1 - 1.29 Which of the following ions possess the...Ch. 1 - 1.30 Write a Lewis structure for each of the...Ch. 1 - Prob. 31PCh. 1 - Add any unshared electrons to give each element an...Ch. 1 - Prob. 33PCh. 1 - What is the molecular formula for each of the...Ch. 1 - Prob. 35PCh. 1 - Prob. 36PCh. 1 - 1.37 Write bond-line formulas for all of the...Ch. 1 - Prob. 38PCh. 1 - Prob. 39PCh. 1 - Prob. 40PCh. 1 - Prob. 41PCh. 1 - (a) Cyanic acid (HOCN) and isocyanic acid (HN=C=O)...Ch. 1 - Consider a chemical species (either a molecule or...Ch. 1 - 1.44 Consider a chemical species like the one in...Ch. 1 - 1.45 Consider another chemical species like the...Ch. 1 - Draw a three-dimensional orbital representation...Ch. 1 - Ozone (O3) is found in the upper atmosphere where...Ch. 1 - Write resonance structures for the azide ion, N3....Ch. 1 - Write structural formulas of the type indicated:...Ch. 1 - Prob. 50PCh. 1 - 1.51 In Chapter 15 we shall learn how the...Ch. 1 - Prob. 52PCh. 1 - (a) Consider a carbon atom in its ground state....Ch. 1 - Open computer molecular models for dimethyl ether,...Ch. 1 - Boron is a group IIIA element. Open the molecular...Ch. 1 - 1.56 There are two contributing resonance...Ch. 1 - Prob. 1LGPCh. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Consider the compound with the following condensed...Ch. 1 - Prob. 7LGPCh. 1 - Prob. 8LGP
Additional Science Textbook Solutions
Find more solutions based on key concepts
The relation between the pH and that of an acid or base concentration must be explained. Concept introduction: ...
Living By Chemistry: First Edition Textbook
23. Give the symbol and name for (a) an isotope with a mass number of 37 and an atomic number of 17 and (b) an ...
Chemistry For Changing Times (14th Edition)
4. 38 Strontium has four naturally occurring isotopes, with mass numbers 84, 86, 87, arid 88.
a. Write the atom...
Basic Chemistry (5th Edition)
Which of the following are not acids? CH3COOH CO2 HNO2 HCOOH CCl4
Essential Organic Chemistry (3rd Edition)
1. What are the standard SI base units of length, mass, time, and temperature?
Chemistry: Structure and Properties (2nd Edition)
Methane reacts with chlorine to produce methyl chloride and hydrogen chloride. Once formed, the methyl chloride...
Elementary Principles of Chemical Processes, Binder Ready Version
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
- Draw Lewis structures for each of the following compounds. In each case, specify the number of valence electrons surrounding the central atom. (Assign lone pairs and radical electrons where appropriate.) (Assume the central atom does not contain an expanded octet.) (a) bromine dioxide (BrO2) (b) beryllium bromide (BeBr2) (c) phosphorus pentafluoride (PF5)arrow_forwardThe two compounds nitrogen dioxide and dinitrogentetraoxide are introduced in Section 3.13.(a) NO2 is an odd-electron compound. Draw the bestLewis diagrams possible for it, recognizing that oneatom cannot achieve an octet configuration. Use formal charges to decide whether that should be the(central) nitrogen atom or one of the oxygen atoms.(b) Draw resonance forms for N2O4 that obey the octetrule. The two N atoms are bonded in this molecule.arrow_forwardFormic acid has the chemical formula HCOOH. It is a colorlessliquid that has a density of 1.220 g/mL. (a) The carbonatom in formic acid is bound to one H and both O’s. Drawthe Lewis structure for formic acid, showing resonance ifpresent. (b) Formic acid can react with NaOH in aqueoussolution to produce the formate ion, HCOO-. Write thebalanced chemical equation for this reaction. (c) Draw theLewis structure of the formate ion, showing resonance ifpresent. (d) How many milliliters of a 0.100 M solution ofNaOH would it take to completely react with 0.785 mL offormic acid?arrow_forward
- Which of the following are not related as resonance structures? OH (A) `NH. NH (B) ОН (C) CH2 (D)arrow_forwardThe cyanate ion is an anion consisting of one oxygen atom, one carbon atom, and onenitrogen atom, [OCN], in that order. a) Write three (3) resonance contributing structures for the cyanate ion. Show formalcharges.b) Based on your contributing structures, predict the O-C-N bond angle.arrow_forwardConsider the collection of nonmetallic elements O, P, Te,I, and B. (a) Which two would form the most polar singlebond? (b) Which two would form the longest single bond?(c) Which two would be likely to form a compound of formulaXY2? (d) Which combinations of elements would likelyyield a compound of empirical formula X2Y3?arrow_forward
- shorter than the O-O bond in O2? Explain. 8.37 Which of the following statements about electronegativity is false? (a) Electronegativity is the ability of an atom in a molecule to attract electron density toward itself. (b) Electronegativity is the same thing as electron affinity. (c) The numerical values for electronegativity have no units. (d) Fluorine is the most electronegative element. (e) Cesium is the least electronegative element. 8,38 (a) What is the trend in electronegativity going fromarrow_forwardMethyl isocyanate, CH3NCO, was made infamous in 1984when an accidental leakage of this compound from a storagetank in Bhopal, India, resulted in the deaths of about3800 people and severe and lasting injury to many thousandsmore. (a) Draw a Lewis structure for methyl isocyanate.(b) Draw a ball-and-stick model of the structure,including estimates of all the bond angles in the compound.(c) Predict all the bond distances in the molecule.(d) Do you predict that the molecule will have a dipolemoment? Explain.arrow_forward(a) Describe the molecule xenon trioxide, XeO3, using four possible Lewis structures, one each with zero, one, two, or three Xe—O double bonds. (b) Do any of these resonance structures satisfy the octet rule for every atom in the molecule? (c) Do any of the four Lewis structures have multiple resonance structures? If so, how many resonance structures do you find? (d) Which of the Lewis structures in (a) yields the most favorable formal charges for the molecule?arrow_forward
- The partial Lewis structure that follows is for a hydrocarbonmolecule. In the full Lewis structure, each carbon atomsatisfies the octet rule, and there are no unshared electronpairs in the molecule. The carbon—carbon bondsare labeled 1, 2, and 3. (a) How many hydrogen atomsare in the molecule? (b) Rank the carbon–carbonbonds in order of increasing bond length. (c) Whichcarbon—carbon bond is the strongest one?arrow_forwardDraw all possible resonance structures for each of these compounds. Determine the formal charge on each atom in each of the resonance structures:(a) O3(b) SO2(c) NO2 −(d) NO3−arrow_forwardThe partial Lewis structure that follows is for a hydrocarbonmolecule. In the full Lewis structure, each carbon atomsatisfies the octet rule, and there are no unshared electronpairs in the molecule. The carbon—carbon bondsare labeled 1, 2, and 3. (a) How many hydrogen atomsare in the molecule? (b) Rank the carbon–carbonbonds in order of increasing bond length. (c) Whichcarbon—carbon bond is the strongest one? [Sections 8.3and 8.8]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 Learning
Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
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