
Chemistry
3rd Edition
ISBN: 9780073402734
Author: Julia Burdge
Publisher: MCGRAW-HILL HIGHER EDUCATION
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 8, Problem 53QP
Interpretation Introduction
Interpretation:
The Lewis structures of all the resonance forms of the given species, with formal charges, are to be represented.
Concept Introduction:
Lewis structure is a representation of the bonding and non-bonding electron pairs present in the outermost shell of all atoms present in the molecule.
The number of bonds formed by an atom in the molecule is determined by the valence electrons pairs.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Assign all integrated peaks
- Consider the data in the Table below to answer the following questions:
Acidities of Substituted Benzoic and Acetic Acids
pk,s at 25C
Y-CH COOH
Y
Y - CH₂COOH
meta
para
H
4.75
4.19
4.19
2.47
3.64
3.55
3.57
4.09
4.46
CN
OCH 3
A. Draw the structure of the strongest acid in the table above.
B. Explain why cyanoacetic acid and methoxyacetic acid are more acidic than their correspondingly
substituted benzoic acid counterparts.
Draw the curved arrow mechanism for this reaction starting with 2-propanol in sulfuric acid. Show all nonzero formal charges and all
nonbonded electrons in each step. Species not involved in a particular step do not need to be included in that step, and resonance forms
do not need to be shown. Note that the alcohol is in much higher concentration than H₂O in this reaction.
H
Chapter 8 Solutions
Chemistry
Ch. 8.1 - Practice ProblemATTEMPT Write Lewis dot symbols...Ch. 8.1 - Practice Problem BUILD
Indicate the charge on...Ch. 8.1 - Practice ProblemCONCEPTUALIZE For each of the...Ch. 8.1 - 8.1.1 Using only a periodic table, determine the...Ch. 8.1 - 8.1.2 Using only a periodic table, determine the...Ch. 8.1 - To which group does element X belong if its Lewis...Ch. 8.1 - Prob. 4CPCh. 8.2 - Prob. 1PPACh. 8.2 - Practice ProblemBUILD Arrange the compounds NaF,...Ch. 8.2 - Practice ProblemCONCEPTUALIZE Common ions of four...
Ch. 8.2 - 8.2.1 Will the lattice energy of KF be larger or...Ch. 8.2 - 8.2.2 Using the following data, calculate the...Ch. 8.2 - 8.2.3 Lattice energies are graphed for three...Ch. 8.3 - Practice ProblemATTEMPT Using data from Figures...Ch. 8.3 - Prob. 1PPBCh. 8.3 - Prob. 1PPCCh. 8.4 - Practice Problem ATTEMPT Classify the following...Ch. 8.4 - Prob. 1PPBCh. 8.4 - Prob. 1PPCCh. 8.4 - In which of the following molecules are the bonds...Ch. 8.4 - Using data from Table 8.5, calculate the magnitude...Ch. 8.4 - Prob. 3CPCh. 8.4 - Prob. 4CPCh. 8.5 - Prob. 1PPACh. 8.5 - Prob. 1PPBCh. 8.5 - Two pairs of elements are highlighted in the...Ch. 8.5 - Identify the correct Lewis structure for formic...Ch. 8.5 - Identity the correct Lewis structure for hydrogen...Ch. 8.6 - Prob. 1PPACh. 8.6 - Prob. 1PPBCh. 8.6 - Prob. 1PPCCh. 8.6 - Determine the formal charges on H, C, and N,...Ch. 8.6 - 8.6.2 Which of the Lewis structures shown is most...Ch. 8.7 - Prob. 1PPACh. 8.7 - Practice ProblemBUILD Draw the Lewis structure for...Ch. 8.7 - Practice Problem CONCEPTUALIZE
Of the three Lewis...Ch. 8.7 - Indicate which of the following are resonance...Ch. 8.7 - 8.7.2 How many resonance structures can be drawn...Ch. 8.8 - Prob. 1PPACh. 8.8 - Prob. 1PPBCh. 8.8 - Practice Problem CONCEPTUALIZE
The hypothetical...Ch. 8.8 - In which of the following species does the central...Ch. 8.8 - Prob. 2CPCh. 8.8 - In which species does the central atom obey the...Ch. 8.8 - 8.8.4 How many lone pairs are there on the central...Ch. 8.9 - Prob. 1PPACh. 8.9 - Practice ProblemBUILD Use Lewis structures and...Ch. 8.9 - Prob. 1PPCCh. 8.9 - 8.9.1 Use data from Table 8.6 to estimate for the...Ch. 8.9 - Use data from Table 8.6 to estimate Δ H rxn for...Ch. 8.9 - Use bond enthalpies to determine Δ H rxn for the...Ch. 8.9 - Prob. 4CPCh. 8.10 - Practice ProblemATTEMPT Draw all possible...Ch. 8.10 - Prob. 1PPBCh. 8.10 - Practice ProblemCONCEPTUALIZE The Lewis structure...Ch. 8.11 - Prob. 1PPACh. 8.11 - Prob. 1PPBCh. 8.11 - Prob. 1PPCCh. 8.12 - Prob. 1PPACh. 8.12 - Prob. 1PPBCh. 8.12 - Prob. 1PPCCh. 8.13 - Prob. 1PPACh. 8.13 - Practice Problem BUILD
Using the following...Ch. 8.13 - Prob. 1PPCCh. 8 - 8.1
Which of the following atoms must always obey...Ch. 8 - Prob. 2KSPCh. 8 - Prob. 3KSPCh. 8 - Prob. 4KSPCh. 8 - What is a Lewis dot symbol? What elements do we...Ch. 8 - Use the second member of each group from Group 1A...Ch. 8 - Prob. 3QPCh. 8 - 8.4 Write Lewis dot symbols for the following...Ch. 8 - Write Lewis dot symbols for the following atoms...Ch. 8 - Prob. 6QPCh. 8 - Prob. 7QPCh. 8 - Name five metals and five nonmetals that are very...Ch. 8 - Prob. 9QPCh. 8 - Prob. 10QPCh. 8 - Prob. 11QPCh. 8 - The term molar mass was introduced in Chapter 3....Ch. 8 - Prob. 13QPCh. 8 - Prob. 14QPCh. 8 - Prob. 15QPCh. 8 - Explain how the lattice energy of an ionic...Ch. 8 - Prob. 17QPCh. 8 - Prob. 18QPCh. 8 - 8.19 Use the Born-Haber cycle outlined in Section...Ch. 8 - Calculate the lattice energy of CaCl 2 . Use data...Ch. 8 - An ionic bond is formed between a cation A + and...Ch. 8 - Prob. 22QPCh. 8 - Use Lewis dot symbols to show the transfer of...Ch. 8 - Write the Lewis dot symbols of the reactants and...Ch. 8 - 8.25 Describe Lewis’s contribution to our...Ch. 8 - Prob. 26QPCh. 8 - Prob. 27QPCh. 8 - Prob. 28QPCh. 8 - Prob. 29QPCh. 8 - Prob. 30QPCh. 8 - Prob. 31QPCh. 8 - Prob. 32QPCh. 8 - Prob. 33QPCh. 8 - Define electronegativity, and explain the...Ch. 8 - Prob. 35QPCh. 8 - Prob. 36QPCh. 8 - List the following bonds in order of increasing...Ch. 8 - Classify the following bonds as covalent, polar...Ch. 8 - 8.41 Classify the following bonds as covalent,...Ch. 8 - 8.42 List the following bonds in order of...Ch. 8 - Prob. 41QPCh. 8 - Prob. 42QPCh. 8 - Draw Lewis structures for the following molecules...Ch. 8 - Draw Lewis structures for the following molecules:...Ch. 8 - Prob. 45QPCh. 8 - Prob. 46QPCh. 8 - 8.51 Draw Lewis structures for the following ions:...Ch. 8 - Draw Lewis structures for the following ions: (a)...Ch. 8 - Prob. 49QPCh. 8 - Prob. 50QPCh. 8 - Prob. 51QPCh. 8 - Prob. 52QPCh. 8 - Prob. 53QPCh. 8 - 8.58 Draw three resonance structures for the...Ch. 8 - Prob. 55QPCh. 8 - Prob. 56QPCh. 8 - Draw three reasonable resonance structures for the...Ch. 8 - Draw three resonance structures for the molecule N...Ch. 8 - Prob. 59QPCh. 8 - Prob. 60QPCh. 8 - Prob. 61QPCh. 8 - Prob. 62QPCh. 8 - Prob. 63QPCh. 8 - Prob. 64QPCh. 8 - Prob. 65QPCh. 8 - The AlI 3 molecule has an incomplete octet around...Ch. 8 - Prob. 67QPCh. 8 - Prob. 68QPCh. 8 - 8.73 Write a Lewis structure for Does this...Ch. 8 - Prob. 70QPCh. 8 - Prob. 71QPCh. 8 - 8.76 Draw two resonance structures for the bromate...Ch. 8 - Prob. 73QPCh. 8 - What is bond enthalpy? Bond enthalpies of...Ch. 8 - Prob. 75QPCh. 8 - Prob. 76QPCh. 8 - Prob. 77QPCh. 8 - Prob. 78QPCh. 8 - For the reaction 2 C 2 H 6 ( g ) + 7 O 2 ( g ) → 4...Ch. 8 - Prob. 80QPCh. 8 - 8.85. Use average bond enthalpies from Table 8.6...Ch. 8 - Prob. 82APCh. 8 - Prob. 83APCh. 8 - Prob. 84APCh. 8 - Prob. 85APCh. 8 - Prob. 86APCh. 8 - 8.91 Describe some characteristics of an ionic...Ch. 8 - Prob. 88APCh. 8 - Prob. 89APCh. 8 - Prob. 90APCh. 8 - Prob. 91APCh. 8 - Prob. 92APCh. 8 - Prob. 93APCh. 8 - Prob. 94APCh. 8 - Prob. 95APCh. 8 - Prob. 96APCh. 8 - Prob. 97APCh. 8 - Prob. 98APCh. 8 - Prob. 99APCh. 8 - Prob. 100APCh. 8 - Which of the following species are isoelectronic:...Ch. 8 - Prob. 102APCh. 8 - 8.107 Draw two resonance structures for each...Ch. 8 - The following species have been detected in...Ch. 8 - The amide ion ( NH 2 − ) is a Brø�nsted base. Use...Ch. 8 - Prob. 106APCh. 8 - The triiodide ion ( I 3 − ) in which the I atoms...Ch. 8 - Prob. 108QPCh. 8 - In 1999, an unusual cation containing only...Ch. 8 - Prob. 110QPCh. 8 - Prob. 111QPCh. 8 - Prob. 112APCh. 8 - In the gas phase, aluminum chloride exists as a...Ch. 8 - Prob. 114APCh. 8 - Calculate Δ H º for the reaction H 2 ( g ) + I 2 (...Ch. 8 - Draw Lewis structures for the following organic...Ch. 8 - Prob. 117APCh. 8 - Prob. 118APCh. 8 - Prob. 119APCh. 8 - Write three resonance structures for (a) the...Ch. 8 - Prob. 121APCh. 8 - Prob. 122APCh. 8 - Prob. 123APCh. 8 - Prob. 124APCh. 8 - Prob. 125APCh. 8 - Prob. 126APCh. 8 - Prob. 127APCh. 8 - Among the common inhaled anesthetics are:...Ch. 8 - Prob. 129APCh. 8 - Prob. 130APCh. 8 - Prob. 131APCh. 8 - 8.136 Using this and data from Appendix 2,...Ch. 8 - Prob. 133QPCh. 8 - Prob. 134QPCh. 8 - Prob. 135QPCh. 8 - Prob. 136QPCh. 8 - Prob. 137QPCh. 8 - Prob. 138APCh. 8 - Prob. 139APCh. 8 - Although nitrogen dioxide ( NO 2 ) is a stable...Ch. 8 - 8.145 The chlorine nitrate molecule is believed...Ch. 8 - The hydroxyl radical ( OH ) plays an important...Ch. 8 - Prob. 143APCh. 8 - Prob. 144APCh. 8 - Prob. 1SEPPCh. 8 - 2. Use formal charges to choose the best of the...Ch. 8 - Prob. 3SEPPCh. 8 - Prob. 4SEPP
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
- Provide reactions showing the following conversions: * see imagearrow_forward. Draw structures corresponding to each of the following names or Provide IUPAC names for each of the ollowing structures [for 4 ONLY]. A. 2-propylpentanoic acid. B. m-chlorobenzoic acid. D. C. O O HOC(CH2)3COH glutaricadd OH OH H3C CH3 C=C H COOH salicylicadd tiglicadd CH₂C=N Joe Marrow_forward. Provide structure(s) for the starting material(s), reagent(s) or the major organic product(s) of each of the ollowing reactions or sequences of reactions. Show all relevant stereochemistry [five only] A. O B. OET CH3 1. LIAIH, ether 2 H₂O O (CH3)2CH-C-CI + 0 0 ether (CH3)2CH-C-O-C-CH3 CH3 C. 0 OH HO CH3 ° Clarrow_forward
- How would you prepare each of the following compounds using either an acetoacetic ester synthesis or a alonic ester synthesis? Show all intermediate structures and all reagents.[Three only] A. B. COOH OH C. D. 0 H2C CHCH2CH2CCH3arrow_forwardFats and greases have mostly aliphatic regions which are hydrophobic. Provide a schematic of howsoaps/detergents remove fats and grease from the soiled material. * see imagearrow_forwardWhat chemical has the common name "lye"? Pick one of the 3 esters and show the hydrolysis mechanism to make a carboxylic acid. The organic “R” should be used to limit the redrawing time of the entire molecule. * see imagearrow_forward
- Provide the products for each reaction. There are two and they are not related. *see imagearrow_forwardd. a phenylal Give the major organic product(s) of each of the following reactions or sequences of reactions. Show all levant stereochemistry. [three only] 0 A. B. CH3 Bra CH3COOH OH 1. Br₂, PBrz 2 H₂O 12arrow_forward2arrow_forward
- Show how the following conversions might be accomplished. Show all reagents and all intermediate ructures. More than one step may be required [2 ONLY]: A. B. ° C. OH 0 OH 0arrow_forwardA 20.3 mL sample of 0.263 M triethylamine, (C2H5)3N, is titrated with 0.252 M hydrochloric acid. (1) At the titration midpoint, the pH is . (2) At the equivalence point, the pH is .arrow_forwardd. 3,4,5-trimethoxybenzoyl chloride . What is the order of decreasing reactivity towards nucleophilic acyl substitution for the arboxylic acid derivatives? (most reactive first) A. B. 0 0 O 0 0 H3C-C-O-C-CH3 H3C-C-N(CH3)2 H3C-C-OCH 3 (CH3)2CH-C-OCH3 I || ။ IV a. I, II, III, IV b. I, III, IV, II C. II, IV, III, I d. II, I, III, IV 0 0 0 0 0 R-C-O C-R R-C-NH2 R-C OR R-C-CI a. I, III, II, IV | 11 III IV b. II, III, I, IV c. III, II, I, IV d. IV, I, III, IIarrow_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 LearningChemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage LearningChemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistry: An Atoms First ApproachChemistryISBN:9781305079243Author:Steven S. Zumdahl, Susan A. ZumdahlPublisher:Cengage Learning

Chemistry: The Molecular Science
Chemistry
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
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

Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning


Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning

Chemistry: An Atoms First Approach
Chemistry
ISBN:9781305079243
Author:Steven S. Zumdahl, Susan A. Zumdahl
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