Connect for Chemistry
13th Edition
ISBN: 9781260161854
Author: Raymond Chang, Jason Overby
Publisher: Mcgraw-hill Higher Education (us)
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 9, Problem 9.95QP
Most organic acids can be represented as RCOOH, where COOH is the carboxyl group and R is the rest of the molecule. (For example, R is CH3 in acetic acid, CH3COOH.) (a) Draw a Lewis structure for the carboxyl group. (b) Upon ionization, the carboxyl group is converted to the carboxylate group, COO−. Draw resonance structures for the carboxylate group.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Consider the formate ion, HCO2", which is the anion
formed when formic acid loses an H* ion. The H and
the two O atoms are bonded to the central C atom.
(a) Draw the best Lewis structure(s) for this ion.
(b) Are resonance structures needed to describe the
structure? Explain briefly
(c) Would you predict that the C-O bond lengths in
the formate ion would be longer or shorter relative to
those in CO2? Explain briefly
In the vapor phase, BeCl2 exists as a discrete molecule. (a) Draw the Lewis structure of this molecule, using only single bonds. Does this Lewis structure satisfy the octet rule? (b) What other resonance structures are possible that satisfy the octet rule? (c) On the basis of the formal charges, which Lewis structure is expected to be dominant for BeCl2?
Write the Lewis symbol for atoms of each of the following elements:(a) Al, (b) Br, (c) Ar, (d) Sr.
Chapter 9 Solutions
Connect for Chemistry
Ch. 9.1 - Prob. 1RCFCh. 9.1 - Using only the periodic table, determine the Lewis...Ch. 9.1 - To what group on the periodic table does element X...Ch. 9.2 - Use Lewis dot symbols to represent the formation...Ch. 9.2 - Use Lewis dot symbols to represent the formation...Ch. 9.3 - Which of the following compounds has a larger...Ch. 9.3 - Arrange the compounds NaF, MgO, and AIN in order...Ch. 9.4 - Why is it not possible for hydrogen to form double...Ch. 9.4 - Arrange the bonds NN, NN, and NN in order of...Ch. 9.5 - Which of the following bonds is covalent, which is...
Ch. 9.5 - Rank the bonds BH, CCl, and PP in order of...Ch. 9.5 - Classify the following bonds as covalent, polar...Ch. 9.5 - Identify the electrostatic potential maps shown...Ch. 9.6 - Write the Lewis structure for carbon disulfide...Ch. 9.6 - Write the Lewis structure for formic acid (HCOOH).Ch. 9.6 - Write the Lewis structure for the nitrite ion...Ch. 9.6 - Write the Lewis structure for PCl3.Ch. 9.6 - Write the Lewis structure for CN.Ch. 9.6 - The molecular model shown here represents guanine,...Ch. 9.7 - Write formal charges for the nitrite ion (NO2).Ch. 9.7 - Draw the most reasonable Lewis structure of a...Ch. 9.7 - Write the formal charges on H, C, and N,...Ch. 9.7 - Write the formal charges on O and Cl,...Ch. 9.7 - Consider three possible atomic arrangements for...Ch. 9.8 - Draw three resonance structures for the...Ch. 9.8 - Draw three resonance structures for SO2.Ch. 9.8 - The molecular model shown here represents...Ch. 9.9 - Prob. 9PECh. 9.9 - Prob. 10PECh. 9.9 - Prob. 11PECh. 9.9 - Write the Lewis structure of sulfur tetrafluoride...Ch. 9.9 - Both boron and aluminum tend to form compounds in...Ch. 9.9 - Draw a Lewis structure for IF5.Ch. 9.9 - Prob. 3RCFCh. 9.10 - Calculate the enthalpy of the reaction...Ch. 9.10 - For the reaction H2(g)+C2H4(g)C2H6(g) (a) Estimate...Ch. 9.10 - Why does Hrxn calculated using bond enthalpies not...Ch. 9.10 - Using bond enthalpy values, predict the enthalpy...Ch. 9 - What is a Lewis dot symbol? To what elements does...Ch. 9 - Use the second member of each group from Group 1A...Ch. 9 - Prob. 9.3QPCh. 9 - Write Lewis dot symbols for the following ions:...Ch. 9 - Write Lewis dot symbols for the following atoms...Ch. 9 - Explain what an ionic bond is.Ch. 9 - Prob. 9.7QPCh. 9 - Name five metals and five nonmetals that are very...Ch. 9 - Name one ionic compound that contains only...Ch. 9 - Name one ionic compound that contains a polyatomic...Ch. 9 - Prob. 9.11QPCh. 9 - In which of the following states would NaCl be...Ch. 9 - Prob. 9.14QPCh. 9 - An ionic bond is formed between a cation A+ and an...Ch. 9 - Prob. 9.16QPCh. 9 - Use Lewis dot symbols to show the transfer of...Ch. 9 - Prob. 9.18QPCh. 9 - For each of the following pairs of elements, state...Ch. 9 - Prob. 9.20QPCh. 9 - What is lattice energy and what role does it play...Ch. 9 - Explain how the lattice energy of an ionic...Ch. 9 - Specify which compound in the following pairs of...Ch. 9 - Compare the stability (in the solid state) of the...Ch. 9 - Use the Born-Haber cycle outlined in Section 9.3...Ch. 9 - Calculate the lattice energy of calcium chloride...Ch. 9 - What is Lewiss contribution to our understanding...Ch. 9 - Use an example to illustrate each of the following...Ch. 9 - What is the difference between a Lewis dot symbol...Ch. 9 - How many lone pairs are on the underlined atoms in...Ch. 9 - Compare single, double, and triple bonds in a...Ch. 9 - Compare the properties of ionic compounds and...Ch. 9 - Define electronegativity, and explain the...Ch. 9 - List the following bonds in order of increasing...Ch. 9 - Arrange the following bonds in order of increasing...Ch. 9 - Four atoms are arbitrarily labeled D, E, F, and G....Ch. 9 - List the following bonds in order of increasing...Ch. 9 - Classify the following bonds as ionic, polar...Ch. 9 - Classify the following bonds as ionic, polar...Ch. 9 - Summarize the essential features of the Lewis...Ch. 9 - The octet rule applies mainly to the second-period...Ch. 9 - Write Lewis structures for the following molecules...Ch. 9 - Write Lewis structures for the following molecules...Ch. 9 - Write Lewis structures for the following...Ch. 9 - Write Lewis structures for the following...Ch. 9 - The following Lewis structures for (a) HCN, (b)...Ch. 9 - The skeletal structure of acetic acid shown here...Ch. 9 - Prob. 9.49QPCh. 9 - Do formal charges represent actual separation of...Ch. 9 - Write Lewis structures for the following ions: (a)...Ch. 9 - Write Lewis structures for the following ions: (a)...Ch. 9 - Define bond length, resonance, and resonance...Ch. 9 - Is it possible to trap a resonance structure of a...Ch. 9 - Write Lewis structures for the following species,...Ch. 9 - Draw three resonance structures for the chlorate...Ch. 9 - Write three resonance structures for hydrazoic...Ch. 9 - Draw two resonance structures for diazomethane,...Ch. 9 - Draw three resonance structures for the molecule...Ch. 9 - Draw three reasonable resonance structures for the...Ch. 9 - Why does the octet rule not hold for many...Ch. 9 - Give three examples of compounds that do not...Ch. 9 - Because fluorine has seven valence electrons...Ch. 9 - What is a coordinate covalent bond? Is it...Ch. 9 - Prob. 9.65QPCh. 9 - In the vapor phase, beryllium chloride consists of...Ch. 9 - Of the noble gases, only Kr, Xe, and Rn are known...Ch. 9 - Write a Lewis structure for SbCl5. Does this...Ch. 9 - Prob. 9.69QPCh. 9 - Write Lewis structures for the reaction...Ch. 9 - What is bond enthalpy? Bond enthalpies of...Ch. 9 - Explain why the bond enthalpy of a molecule is...Ch. 9 - From the following data, calculate the average...Ch. 9 - For the reaction O(g)+O2(g)O3(g)H=107.2kJ/mol...Ch. 9 - The bond enthalpy of F2(g) is 156.9 kJ/mol....Ch. 9 - For the reaction 2C2H6(g)+7O2(g)4CO2(g)+6H2O(g)...Ch. 9 - Prob. 9.77QPCh. 9 - Which of the following are ionic compounds? Which...Ch. 9 - Prob. 9.79QPCh. 9 - Use ionization energy (see Table 8.2) and electron...Ch. 9 - Prob. 9.82QPCh. 9 - Prob. 9.83QPCh. 9 - Write three reasonable resonance structures for...Ch. 9 - Prob. 9.85QPCh. 9 - Give an example of an ion or molecule containing...Ch. 9 - Draw four reasonable resonance structures for the...Ch. 9 - Prob. 9.88QPCh. 9 - Draw reasonable resonance structures for the...Ch. 9 - Are the following statements true or false? (a)...Ch. 9 - Prob. 9.91QPCh. 9 - Using the following information and the fact that...Ch. 9 - Prob. 9.93QPCh. 9 - Which of the following molecules has the shortest...Ch. 9 - Most organic acids can be represented as RCOOH,...Ch. 9 - Which of the following species are isoelectronic:...Ch. 9 - The following species have been detected in...Ch. 9 - The amide ion, NH2, is a Brnsted base. Represent...Ch. 9 - Draw Lewis structures for the following organic...Ch. 9 - The triiodide ion (I3) in which the I atoms are...Ch. 9 - Compare the bond enthalpy of F2 with the energy...Ch. 9 - Methyl isocyanate (CH3NCO) is used to make certain...Ch. 9 - Prob. 9.103QPCh. 9 - Prob. 9.104QPCh. 9 - Prob. 9.105QPCh. 9 - Draw Lewis structures for the following...Ch. 9 - Prob. 9.107QPCh. 9 - Prob. 9.108QPCh. 9 - Draw Lewis structures for the following organic...Ch. 9 - Write Lewis structures for the following four...Ch. 9 - Prob. 9.111QPCh. 9 - Prob. 9.112QPCh. 9 - Write three resonance structures for (a) the...Ch. 9 - (a) From the following data calculate the bond...Ch. 9 - Prob. 9.115QPCh. 9 - What are the other two reasons for choosing (b) in...Ch. 9 - Prob. 9.117QPCh. 9 - The NO bond distance in nitric oxide is 115 pm,...Ch. 9 - Prob. 9.119QPCh. 9 - Prob. 9.120QPCh. 9 - Prob. 9.121QPCh. 9 - Prob. 9.122QPCh. 9 - Draw a Lewis structure for nitrogen pentoxide...Ch. 9 - In the gas phase, aluminum chloride exists as a...Ch. 9 - The hydroxyl radical (OH) plays an important role...Ch. 9 - Experiments show that it takes 1656 kJ/mol to...Ch. 9 - Calculate Hrxn at 25C of the reaction between...Ch. 9 - Calculate Hrxn at 25C of the reaction between...Ch. 9 - Draw three resonance structures of sulfur dioxide...Ch. 9 - Vinyl chloride (C2H3Cl) differs from ethylene...Ch. 9 - Prob. 9.131QPCh. 9 - The American chemist Robert S. Mulliken suggested...Ch. 9 - Prob. 9.133QPCh. 9 - A student in your class claims that magnesium...Ch. 9 - Shown here is a skeletal structure of borazine...Ch. 9 - Calculate the wavelength of light needed to carry...Ch. 9 - Prob. 9.137QPCh. 9 - From the lattice energy of KCl in Table 9.1 and...Ch. 9 - The species H3+ is the simplest polyatomic ion....Ch. 9 - The bond enthalpy of the CN bond in the amide...Ch. 9 - In 1999 an unusual cation containing only nitrogen...Ch. 9 - Nitroglycerin, one of the most commonly used...Ch. 9 - Give a brief description of the medical uses of...Ch. 9 - Prob. 9.144QPCh. 9 - The isolated O2 ion is unstable so it is not...Ch. 9 - When irradiated with light of wavelength 471.7 nm,...Ch. 9 - Recall from Chapter 8 that the product of the...Ch. 9 - The reaction between fluorine (F2) with ethane...Ch. 9 - A new allotrope of oxygen, O4, has been reported....Ch. 9 - Because bond formation is exothermic, when two...Ch. 9 - Estimate Hf for sodium astatide (NaAt) according...
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
- A resident expert on electronegativity comes up to visit with you. He makes two claims (seen below) about electronegativity with relation to covalent bonding. Is the expert correct or can you refute him with your knowledge of electronegativity? (a) If a diatomic molecule is made up of atoms X and Y, which have different electronegativities, the molecule must be polar. (b) The farther two atoms are apart in a bond, the larger the dipole moment will be.arrow_forwardDraw Lewis diagrams for the following ions. In the formula the symbol of the central atom is given first. (Hint:The valence octet may be expanded for the central atom.)(a) BrO4 - (b) PCl6 - (c) XeF6+arrow_forwardUse Lewis electron-dot symbols to represent the formationof (a) BrF₃ from bromine and fluorine atoms; (b) AlF₃ from alu-minum and fluorine atoms.arrow_forward
- Consider the following compounds: CaCl 2 , CaI 2 , and MgCl 2 . Answer the following questions based on expected periodic trends: (a) Which is expected to have t he shortest ionic bonds? (b) Which is expected to have the highest lattice energy? (c) Which is expected to have the lowest melting point?arrow_forward(1) What is the total number of valence electrons in the Lewis structure of SF2? electrons (2) Draw a Lewis structure for SF2arrow_forwardCyanogen (CN)2 is known as pseodohalogen because it has some properties like halogens. It is composed of two CN’s joined together.(i) Draw the Lewis structure for all the possible combination for (CN)2.(ii) Calculate the formal charge and determine which one of the structures that you have drawn is most stable.(iii) For the stable structure, determine the geometry around the two central atoms.(iv) For the stable structure, draw the dipole arrows for the bonds.(v) Base on the stable structure, determine the polarity of molecule and state your reason.arrow_forward
- In addition to ammonia, nitrogen forms three other hy-drides: hydrazine (N₂H₄), diazene (N₂H₂), and tetrazene (N₄H₄).(a) Use Lewis structures to compare the strength, length, and or-der of nitrogen-nitrogen bonds in hydrazine, diazene, and N₂.(b) Tetrazene (atom sequence H₂NNNNH₂) decomposes above 0°C to hydrazine and nitrogen gas. Draw a Lewis structure fortetrazene, and calculate ΔH°ᵣₓₙ for this decomposition.arrow_forwardDraw Lewis structures for HFO4, HFO3, HC0O4, HC0O3, HCO2. (These molecules have the halogen atom as the central atom. All O atoms are attached to the halogen. The hydrogen atom is bonded to one of the O atoms.) Use formal charges to determine which molecule is least likely to occur in nature. (A) HFO4 (B) HC(O2 (C) HC!O3 (D) HFO3 (E) HC\O4 DO000arrow_forwardOrtho-Dichlorobenzene, C6H4Cl2, is obtained when two ofthe adjacent hydrogen atoms in benzene are replaced withCl atoms. A skeleton of the molecule is shown here. (a) Completea Lewis structure for the molecule using bonds andelectron pairs as needed. (b) Are there any resonance structuresfor the molecule? If so, sketch them. (c) Are the resonancestructures in (a) and (b) equivalent to one another asthey are in benzene?arrow_forward
- Ortho-Dichlorobenzene, C6H4Cl2, is obtained when two ofthe adjacent hydrogen atoms in benzene are replaced withCl atoms. A skeleton of the molecule is shown here. (a) Completea Lewis structure for the molecule using bonds andelectron pairs as needed. (b) Are there any resonance structuresfor the molecule? If so, sketch them. (c) Are the resonancestructures in (a) and (b) equivalent to one another asthey are in benzene?arrow_forward(a) The 03 molecule has a central oxygen atom bonded to two outer oxygen atoms that are another. In the box below, draw the Lewis electron-dot diagram of the 03 molecule. Include all valid resonance structures. 0 - 0 = 0 (b) Based on the diagram you drew in part (a), what is the shape of the ozone molecule? and trigonal Bent Ozone decomposes according to the reaction represented below. 2 03(g) → 3 0₂(8) (c) The bond enthalpy of the oxygen-oxygen bond in O₂ is 498 kJ/mol. Based on the enthalpy of the reaction represented above, what is the average bond enthalpy, in kJ/mol, of an oxygen-oxygen bond in 03 ? Ozone can oxidize HSO3(aq), as represented by the equation below. [0] 1.0 x 10-5. <-> 00: HSO3(aq) + O3(aq) → HSO4 (aq) + O₂(8) A solution is prepared in which the initial concentration of HSO₂ (aq) (6.4 × 10+ M) is much larger than that of O3(aq) (1.0 × 10-5 M). The concentration of O3(aq) is monitored as the reaction proceeds, and the data are plotted in the graph below. 8.0 x…arrow_forward(b) Methyl azide, CH-N3 is a molecule that decomposes explosively. Draw a Lewis structure for CH3N3, showing formal charges and also sketch any possible resonance forms.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage Learning
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Types of bonds; Author: Edspira;https://www.youtube.com/watch?v=Jj0V01Arebk;License: Standard YouTube License, CC-BY