Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 8, Problem 166CP
Draw a Lewis structure for the N, N-dimethylformamide molecule. The skeletal structure is
Various types of evidence lead to the conclusion that there is some double bond character to the C—N bond. Draw one or more resonance structures that support this observation.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Which of the following Lewis dot structures is a valid Lewis structure?
H
+YF
H
H-P
None of these
: Si=
CI
are
H-
H.
plausible/valid.
H.
:F:
H
Consider the molecule with the formula below, where X is the only central atom (all other
atoms are directly bonded to X). Draw the most important Lewis structure for the molecule
that follows the octet rule using the molecular charge and formal charges listed below.
Determine the identity of X and the number of single and double bonds in your structure.
Molecule formula: HXO2
Molecular charge: -1
Total number of valence electrons: 18
Formal charge on X: 0
The central atom (X) is:
Click for List
The molecule's number of single bonds is:
The molecule's number of double bonds is:
Click for List
Click for List
Use this condensed chemical structure to complete the table below.
OH
The condensed chemical structure of phenol.
Some facts about the phenol molecule:
molecular formula:
number of major resonance structures:
number of carbon-hydrogen single (C-H)
bonds:
number of oxygen-hydrogen single (O-H)
bonds:
number of lone pairs:
0
0
0
0
0
Chapter 8 Solutions
Chemistry
Ch. 8 - Distinguish between the terms electronegativity...Ch. 8 - When an element forms an anion, what happens to...Ch. 8 - Define the term lattice energy. Why,...Ch. 8 - Explain how bond energies can be used to estimate...Ch. 8 - Prob. 5RQCh. 8 - Explain the terms resonance and delocalized...Ch. 8 - Define formal charge and explain how to calculate...Ch. 8 - Give two requirements that should be satisfied for...Ch. 8 - Consider the following compounds: CO2, SO2, KrF2,...Ch. 8 - Explain the electronegativity trends across a row...
Ch. 8 - The ionic compound AB is formed. The charges on...Ch. 8 - Prob. 3ALQCh. 8 - The bond energy for a CH bond is about 413 kJ/mol...Ch. 8 - Prob. 5ALQCh. 8 - Which has the greater bond lengths: NO2 or NO3?...Ch. 8 - The following ions are best described with...Ch. 8 - The second electron affinity values for both...Ch. 8 - What is meant by a chemical bond? Why do atoms...Ch. 8 - Why are some bonds ionic and some covalent?Ch. 8 - How does a bond between Na and Cl differ from a...Ch. 8 - Arrange the following molecules from most to least...Ch. 8 - Does a Lewis structure tell which electron come...Ch. 8 - True or false? In general, a large atom has a...Ch. 8 - What is the central idea of the VSEPR model?Ch. 8 - In Section 8.13 of the text, the term effective...Ch. 8 - Describe the type of bonding that exists in die...Ch. 8 - Some plant fertilizer compounds are (NH4)2SO4,...Ch. 8 - Some of the important properties of ionic...Ch. 8 - What is the electronegativity trend? Where does...Ch. 8 - Give one example of a compound having a linear...Ch. 8 - When comparing the size of different ions, the...Ch. 8 - In general the higher the charge on the ions in an...Ch. 8 - Combustion reactions of fossil fuels provide most...Ch. 8 - Which of the following statements is/are true?...Ch. 8 - Prob. 29QCh. 8 - The molecules BF3, CF4, CO2, PF5, and SF6 are all...Ch. 8 - Without using Fig. 3-4, predict the order of...Ch. 8 - Without using Fig. 3-4, predict the order of...Ch. 8 - Without using Fig. 3-4, predict which bond in each...Ch. 8 - Without using Fig. 3-4, predict which bond in each...Ch. 8 - Prob. 35ECh. 8 - Prob. 36ECh. 8 - Which of the following incorrectly shows the bond...Ch. 8 - Indicate the bond polarity (show the partial...Ch. 8 - Predict the type of bond (ionic, covalent, or...Ch. 8 - List all the possible bonds that can occur between...Ch. 8 - Hydrogen has an electronegativity value between...Ch. 8 - Rank the following bonds in order of increasing...Ch. 8 - State whether or not each of the following has a...Ch. 8 - The following electrostatic potential diagrams...Ch. 8 - Prob. 45ECh. 8 - Prob. 46ECh. 8 - Predict the empirical formulas of the ionic...Ch. 8 - Predict the empirical formulas of the ionic...Ch. 8 - Write electron configurations for a. the cations...Ch. 8 - Write electron configurations for a. the cations...Ch. 8 - Which of the following ions have noble gas...Ch. 8 - What noble gas has the same electron configuration...Ch. 8 - Give the formula of a negative ion that would have...Ch. 8 - Prob. 54ECh. 8 - Give three ions that are isoelectronic with neon....Ch. 8 - Consider the ions Sc3+, Cl, K+, Ca2+, and S2....Ch. 8 - Prob. 57ECh. 8 - For each of the following groups, place the atoms...Ch. 8 - Which compound in each of the following pairs of...Ch. 8 - Which compound in each of the following pairs of...Ch. 8 - Use the following data for potassium chloride to...Ch. 8 - Use the following data for magnesium fluoride to...Ch. 8 - Consider the following energy changes: E(kJ/mol)...Ch. 8 - Compare the electron affinity of fluorine to the...Ch. 8 - Prob. 65ECh. 8 - Use the following data (in kJ/mol) to estimate E...Ch. 8 - Rationalize the following lattice energy values:...Ch. 8 - The lattice energies of FeCl3, FeCl2, and Fe2O3...Ch. 8 - Use bond energy values (Table 3-3) to estimate E...Ch. 8 - Use bond energy values (Table 3-3) to estimate E...Ch. 8 - Prob. 71ECh. 8 - Acetic acid is responsible for the sour taste of...Ch. 8 - Use bond energies to predict E for the following...Ch. 8 - The major industrial source of hydrogen gas is by...Ch. 8 - Use bond energies to estimate E for the combustion...Ch. 8 - Prob. 76ECh. 8 - Prob. 77ECh. 8 - Consider the following reaction: A2+B22AB E =...Ch. 8 - Compare your answers from parts a and b of...Ch. 8 - Compare your answers from Exercise 72 to the H...Ch. 8 - The standard enthalpies of formation for S(g),...Ch. 8 - Use the following standard enthalpies of formation...Ch. 8 - The standard enthalpy of formation for N2H2(g) is...Ch. 8 - The standard enthalpy of formation for NO(g) is...Ch. 8 - Write Lewis structures that obey the octet rule...Ch. 8 - Write Lewis structures that obey the octet rule...Ch. 8 - Write Lewis structures that obey the octet rule...Ch. 8 - Write Lewis structures that obey the octet rule...Ch. 8 - One type of exception to the octet rule are...Ch. 8 - Lewis structures can be used to understand why...Ch. 8 - The most common exceptions to the octet rule are...Ch. 8 - Prob. 92ECh. 8 - Write Lewis structures for the following. Show all...Ch. 8 - Prob. 94ECh. 8 - Benzene (C6H6) consists of a six-membered ring of...Ch. 8 - Borazine (B3N3H6) has often been called inorganic...Ch. 8 - An important observation supporting the concept of...Ch. 8 - Consider the following bond lengths: CO143pmC9O123...Ch. 8 - A toxic cloud covered Bhopal, India, in December...Ch. 8 - Prob. 103ECh. 8 - Prob. 104ECh. 8 - Write Lewis structures that obey the octet rule...Ch. 8 - Write Lewis structures for the species in Exercise...Ch. 8 - Oxidation of the cyanide ion produces the stable...Ch. 8 - When molten sulfur reacts with chlorine gas, a...Ch. 8 - Carbon and sulfur form compounds with each other...Ch. 8 - Prob. 112ECh. 8 - Predict the molecular structure and bond angles...Ch. 8 - Predict die molecular structure and bond angles...Ch. 8 - There are several molecular structures based on...Ch. 8 - Two variations of the octahedral geometry (see...Ch. 8 - Prob. 117ECh. 8 - Consider the molecular structures illustrated in...Ch. 8 - Predict the molecular structure (including bond...Ch. 8 - Predict the molecular structure (including bond...Ch. 8 - Predict the molecular structure (including bond...Ch. 8 - Predict the molecular structure (including bond...Ch. 8 - Prob. 123ECh. 8 - Which of the molecules in Exercise 120 have net...Ch. 8 - Which of the molecules in Exercise 121 have net...Ch. 8 - Which of the molecules in Exercise 122 have net...Ch. 8 - Write Lewis structures and predict the molecular...Ch. 8 - Write Lewis structures and predict whether each of...Ch. 8 - Consider the following Lewis structure where E is...Ch. 8 - Consider the following Lewis structure where E is...Ch. 8 - Two different compounds exist having the formula...Ch. 8 - Two different compounds have the formula XeF2Cl2....Ch. 8 - Arrange the following in order of increasing...Ch. 8 - For each of the following, write an equation that...Ch. 8 - Use bond energies (table 3-3), values of electron...Ch. 8 - Write Lewis structures for CO32, HCO3, and H2CO3....Ch. 8 - Which member of the following pairs would you...Ch. 8 - What do each of the following sets of...Ch. 8 - Prob. 139AECh. 8 - Although both Br3 and I3 ions are known, the F3...Ch. 8 - Prob. 142AECh. 8 - Which of the following molecules have not dipole...Ch. 8 - Prob. 145AECh. 8 - Look up the energies for the bonds in CO and N2....Ch. 8 - Classify the bonding in each of the following...Ch. 8 - List the bonds PCl, PF, OF, and SiF from least...Ch. 8 - Arrange the atoms and/or ions in the following...Ch. 8 - Use the following data to estimate E for the...Ch. 8 - Use bond energy values to estimate E for the...Ch. 8 - Which of the following compounds or ions exhibit...Ch. 8 - The formulas of several chemical substances are...Ch. 8 - Predict the molecular structure, bond angles, and...Ch. 8 - Use Coulombs Jaw, V=Q1Q240r=2.311019Jnm(Q1Q2r) to...Ch. 8 - Prob. 156CPCh. 8 - Calculate the standard heat of formation of the...Ch. 8 - Given the following information: Energy of...Ch. 8 - Prob. 159CPCh. 8 - Think of forming an ionic compound as three steps...Ch. 8 - The compound NF3 is quite stable, but NCl3, is...Ch. 8 - Three processes that have been used for the...Ch. 8 - The compound hexaazaisowurtzitane is one of the...Ch. 8 - Many times extra stability is characteristic of a...Ch. 8 - The study of carbon-containing compounds and their...Ch. 8 - Draw a Lewis structure for the N,...Ch. 8 - Prob. 167CPCh. 8 - Consider the following computer-generated model of...Ch. 8 - Cholesterol (C27H46O) has the following structure:...Ch. 8 - A compound, XF5, is 42.81% fluorine by mass....Ch. 8 - Identify the following elements based on their...
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
- In the Lewis structure for chloromethane, the chlorine atom is sharing _____ electron pair and “owns” _____ of those electrons. Also, the chlorine atom possesses two electrons from each of _____ unshared pairs. The total number of electrons that belong to chlorine is 7 . Chlorine is a Group ____ element. The formal charge on chlorine in chloromethane is ____.arrow_forwardAspirin is made from salicylic acid, which has this Lewis structure: (a) Which is the longest carbon-carbon bond? (b) Which is the strongest carbon-oxygen bond? (c) Draw resonance structures for this molecule.arrow_forwardthe formal charges on all the atoms in the following Lewis diagrams. Which one would best represent bonding in the molecule Cl2O ?arrow_forward
- A compound with a molar mass of about 28 g/mol contains 85.7% carbon and 14.3% hydrogen by mass. Write the Lewis structure for a molecule of the compound.arrow_forwardThe “Chemistry in Focus" segment Hiding Carbon Dioxide- discusses attempts at sequestering (storing) underground CO2produced at power plants so as to diminish the: greenhouse effect. Draw all resonance structures of the CO2molecule.arrow_forwardGiven the bonds C N, C H, C Br, and S O, (a) which atom in each is the more electronegative? (b) which of these bonds is the most polar?arrow_forward
- Methylcyanoacrylate is the active ingredient in super glues. Its Lewis structure is In this molecule, which is the (a) weakest carbon-containing bond? (b) strongest carbon-containing bond? (c) most polar bond?arrow_forwardChloromethane has the Lewis structure _______________________________ The carbon atom is sharing 4 electron pairs. In each shared pair the carbon atom “owns” 1 electron. The number of electrons that “belong” to carbon is ___. Carbon, being a Group ___ element would have 4 , outer shell electrons in the unbonded, neutral state. Therefore, the carbon atom in chloromethane has a formal charge of zero.arrow_forwardWhat aspect of the following Lewis structure indicates that the concept of coordinate covalency is needed to explain the bonding in the molecule?arrow_forward
- The molecular ion S3N3 has the cyclic structure All SN bonds are equivalent. (a) Give six equivalent resonance hybrid Lewis diagrams for this molecular ion. (b) Compute the formal charges on all atoms in the molecular ion in each of the six Lewis diagrams. (c) Determine the charge on each atom in the polyatomic ion, assuming that the true distribution of electrons is the average of the six Lewis diagrams arrived at in parts (a) and (b). (d) An advanced calculation suggests that the actual charge resident on each N atom is 0.375 and on each S atom is +0.041 . Show that this result is consistent with the overall +1 charge on the molecular ion.arrow_forwardTwo Lewis structures can be written for nitrosyl fluoride, which contains one nitrogen, one oxygen, and one fluorine atom per molecule. Write the two Lewis structures land assign a formal charge to each atom.arrow_forwardSulfur and oxygen form a series of 2 anions including sulfite, SO32, and sulfate, SO42. In addition to these, there are three other more complex anionsdithionite, S2O42, dithionate, S2O62, and tetrathionate, S4O62. Write correct Lewis structures for dithionite, dithionate, and tetrathionate ions.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
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
World of Chemistry, 3rd editionChemistryISBN:9781133109655Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCostePublisher:Brooks / Cole / Cengage Learning
Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage Learning
Introductory Chemistry: A FoundationChemistryISBN:9781337399425Author:Steven S. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
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
World of Chemistry, 3rd edition
Chemistry
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Brooks / Cole / Cengage Learning
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Introductory Chemistry: A Foundation
Chemistry
ISBN:9781337399425
Author:Steven S. Zumdahl, Donald J. DeCoste
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