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10.9: End of Chapter Problems

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    373588
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    1. Describe the differences in behavior between NaOH and CH3OH in aqueous solution. Which solution would be a better conductor of electricity? Explain your reasoning.
    2. What is the relationship between the strength of the electrostatic attraction between oppositely charged ions and the distance between the ions? How does the strength of the electrostatic interactions change as the size of the ions increases?
    3. Which will result in the release of more energy: the interaction of a gaseous sodium ion with a gaseous oxide ion or the interaction of a gaseous sodium ion with a gaseous bromide ion? Why?
    Answer
    The interaction of a sodium ion and an oxide ion. The electrostatic attraction energy between ions of opposite charge is directly proportional to the charge on each ion (Q1 and Q2 in Equation 9.1). Thus, more energy is released as the charge on the ions increases (assuming the internuclear distance does not increase substantially). A sodium ion has a +1 charge; an oxide ion, a −2 charge; and a bromide ion, a −1 charge. For the interaction of a sodium ion with an oxide ion, Q1 = +1 and Q2 = −2, whereas for the interaction of a sodium ion with a bromide ion, Q1 = +1 and Q2 = −1. The larger value of Q1 × Q2 for the sodium ion–oxide ion interaction means it will release more energy.
    1. Which will result in the release of more energy: the interaction of a gaseous chloride ion with a gaseous sodium ion or a gaseous potassium ion? Explain your answer.
    2. What are the predominant interactions when oppositely charged ions are
      1. far apart?
      2. at internuclear distances close to r0?
      3. very close together (at a distance that is less than the sum of the ionic radii)?
    3. Several factors contribute to the stability of ionic compounds. Describe one type of interaction that destabilizes ionic compounds. Describe the interactions that stabilize ionic compounds.
    4. What is the relationship between the electrostatic attractive energy between charged particles and the distance between the particles?
    5. How does the energy of the electrostatic interaction between ions with charges +1 and −1 compare to the interaction between ions with charges +3 and −1 if the distance between the ions is the same in both cases? How does this compare with the magnitude of the interaction between ions with +3 and −3 charges?
    Answer
    According to Equation 9.1, in the first case Q1Q2 = (+1)(−1) = −1; in the second case, Q1Q2 = (+3)(−1) = −3. Thus, E will be three times larger for the +3/−1 ions. For +3/−3 ions, Q1Q2 = (+3)(−3) = −9, so E will be nine times larger than for the +1/−1 ions.
    1. How many grams of gaseous MgCl2 are needed to give the same electrostatic attractive energy as 0.5 mol of gaseous LiCl? The ionic radii are Li+ = 76 pm, Mg+2 = 72 pm, and Cl = 181 pm.
    2. Sketch a diagram showing the relationship between potential energy and internuclear distance (from r = ∞ to r = 0) for the interaction of a bromide ion and a potassium ion to form gaseous KBr. Explain why the energy of the system increases as the distance between the ions decreases from r = r0 to r = 0.
    Answer
    2574049ba51b62ac68e11d0d6f836f73.jpg
    At r < r0, the energy of the system increases due to electron–electron repulsions between the overlapping electron distributions on adjacent ions. At very short internuclear distances, electrostatic repulsions between adjacent nuclei also become important.
    1. Calculate the magnitude of the electrostatic attractive energy (E, in kilojoules) for 85.0 g of gaseous SrS ion pairs. The observed internuclear distance in the gas phase is 244.05 pm.
    2. What is the electrostatic attractive energy (E, in kilojoules) for 130 g of gaseous HgI2? The internuclear distance is 255.3 pm.
    3. Why is it incorrect to speak of a molecule of solid NaCl?
    Answer
    NaCl consists of discrete ions arranged in a crystal lattice, not covalently bonded molecules.
    1. What information can you use to predict whether a bond between two atoms is covalent or ionic?
    1. Predict which of the following compounds are ionic and which are covalent, based on the location of their constituent atoms in the periodic table:
      1. Cl2CO
      2. MnO
      3. NCl3
      4. CoBr2
      5. K2S
      6. CO
      7. CaF2
      8. HI
      9. CaO
      10. IBr
      11. CO2
    Answer
    ionic: (b), (d), (e), (g), and (i); covalent: (a), (c), (f), (h), (j), and (k)
    1. Explain the difference between a nonpolar covalent bond, a polar covalent bond, and an ionic bond.
    1. From its position in the periodic table, determine which atom in each pair is more electronegative:
      1. Br or Cl
      2. N or O
      3. S or O
      4. P or S
      5. Si or N
      6. Ba or P
      7. N or K
    Answer
    Cl; O; O; S; N; P; N
    1. From its position in the periodic table, determine which atom in each pair is more electronegative:
      1. N or P
      2. N or Ge
      3. S or F
      4. Cl or S
      5. H or C
      6. Se or P
      7. C or Si
    1. From their positions in the periodic table, arrange the atoms in each of the following series in order of increasing electronegativity:
      1. C, F, H, N, O
      2. Br, Cl, F, H, I
      3. F, H, O, P, S
      4. Al, H, Na, O, P
      5. Ba, H, N, O, As
    Answer
    H, C, N, O, F; H, I, Br, Cl, F; H, P, S, O, F; Na, Al, H, P, O; Ba, H, As, N, O
    1. From their positions in the periodic table, arrange the atoms in each of the following series in order of increasing electronegativity:
      1. As, H, N, P, Sb
      2. Cl, H, P, S, Si
      3. Br, Cl, Ge, H, Sr
      4. Ca, H, K, N, Si
      5. Cl, Cs, Ge, H, Sr
    2. Which atoms can bond to sulfur so as to produce a positive partial charge on the sulfur atom?

    N, O, F, and Cl

    1. Which is the most polar bond?
      1. C–C
      2. C–H
      3. N–H
      4. O–H
      5. Se–H
    1. Identify the more polar bond in each of the following pairs of bonds:
      1. HF or HCl
      2. NO or CO
      3. SH or OH
      4. PCl or SCl
      5. CH or NH
      6. SO or PO
      7. CN or NN
    Answer
    HF; CO; OH; PCl; NH; PO; CN
    1. Which of the following molecules or ions contain polar bonds?
      1. O3
      2. S8
      3. \(\ce{O2^2-}\)
      4. \(\ce{NO3-}\)
      5. CO2
      6. H2S
      7. \(\ce{BH4-}\)
    1. Write the Lewis symbols for each of the following ions:
      1. As3
      2. I
      3. Be2+
      4. O2–
      5. Ga3+
      6. Li+
      7. N3–
    Answer

    eight electrons:

    CNX_Chem_07_03_Question1a_img.jpg

    eight electrons:

    CNX_Chem_07_03_Question1b_img.jpg

    no electrons

    Be2+;

    eight electrons:

    CNX_Chem_07_03_Question1d_img.jpg

    no electrons

    Ga3+;

    no electrons

    Li+;

    eight electrons:

    CNX_Chem_07_03_Question1g_img.jpg

    1. Many monatomic ions are found in seawater, including the ions formed from the following list of elements. Write the Lewis symbols for the monatomic ions formed from the following elements:
      1. Cl
      2. Na
      3. Mg
      4. Ca
      5. K
      6. Br
      7. Sr
      8. F
    1. Write the Lewis symbols of the ions in each of the following ionic compounds and the Lewis symbols of the atom from which they are formed:
      1. MgS
      2. Al2O3
      3. GaCl3
      4. K2O
      5. Li3N
      6. KF
    Answer

    (a)

    Two Lewis structures are shown. The left shows the symbol M g with a superscripted two positive sign while the right shows the symbol S surrounded by eight dots and a superscripted two negative sign. ;

    (b)

    Two Lewis structures are shown. The left shows the symbol A l with a superscripted three positive sign while the right shows the symbol O surrounded by eight dots and a superscripted two negative sign. ;

    (c)

    Two Lewis structures are shown. The left shows the symbol G a with a superscripted three positive sign while the right shows the symbol C l surrounded by eight dots and a superscripted negative sign. ;

    (d)

    Two Lewis structures are shown. The left shows the symbol K with a superscripted positive sign while the right shows the symbol O surrounded by eight dots and a superscripted two negative sign. ;

    (e)

    Two Lewis structures are shown. The left shows the symbol L i with a superscripted positive sign while the right shows the symbol N surrounded by eight dots and a superscripted three negative sign. ;

    (f)

    Two Lewis structures are shown. The left shows the symbol K with a superscripted positive sign while the right shows the symbol F surrounded by eight dots and a superscripted negative sign.

    1. In the Lewis structures listed here, M and X represent various elements in the third period of the periodic table. Write the formula of each compound using the chemical symbols of each element:
      1. Two Lewis structures are shown side-by-side, each surrounded by brackets. The left structure shows the symbol M with a superscripted two positive sign. The right shows the symbol X surrounded by four lone pairs of electrons with a superscripted two negative sign outside of the brackets.
      2. Two Lewis structures are shown side-by-side, each surrounded by brackets. The left structure shows the symbol M with a superscripted three positive sign. The right structure shows the symbol X surrounded by four lone pairs of electrons with a superscripted negative sign and a subscripted three both outside of the brackets.
      3. Two Lewis structures are shown side-by-side, each surrounded by brackets. The left structure shows the symbol M with a superscripted positive sign and a subscripted two outside of the brackets. The right structure shows the symbol X surrounded by four lone pairs of electrons with a superscripted two negative sign outside of the brackets.
      4. Two Lewis structures are shown side-by-side, each surrounded by brackets. The left structure shows the symbol M with a superscripted three positive sign and a subscripted two outside of the brackets. The right structure shows the symbol X surrounded by four lone pairs of electrons with a superscripted two negative sign and subscripted three both outside of the brackets.
    1. Write the Lewis structure for the diatomic molecule P2, an unstable form of phosphorus found in high-temperature phosphorus vapor.

    A Lewis diagram shows two phosphorus atoms triple bonded together each with one lone electron pair.

    1. Write Lewis structures for the following:
      1. H2
      2. HBr
      3. PCl3
      4. SF2
      5. H2CCH2
      6. HNNH
      7. H2CNH
      8. NO
      9. N2
      10. CO
      11. CN
    1. Write Lewis structures for the following:
      1. O2
      2. H2CO
      3. AsF3
      4. ClNO
      5. SiCl4
      6. H3O+
      7. \(\ce{NH4+}\)
      8. (h) \(\ce{BF4-}\)
      9. (i) HCCH
      10. (j) ClCN
      11. (k) \(\ce{C2^2+}\)
    Answer

    (a)

    A Lewis structure shows two oxygen atoms double bonded together, and each has two lone pairs of electrons.

    In this case, the Lewis structure is inadequate to depict the fact that experimental studies have shown two unpaired electrons in each oxygen molecule.

    (b)

    A Lewis structure shows a carbon atom that is single bonded to two hydrogen atoms and double bonded to an oxygen atom. The oxygen atom has two lone pairs of electrons. ;

    (c)

    A Lewis structure shows an arsenic atom single bonded to three fluorine atoms. Each fluorine atom has a lone pair of electrons. ;

    (d)

    A Lewis structure shows a nitrogen atom with a lone pair of electrons single bonded to a chlorine atom that has three lone pairs of electrons. The nitrogen is also double bonded to an oxygen which has two lone pairs of electrons. ;

    (e)

    A Lewis structure shows a silicon atom that is single bonded to four chlorine atoms. Each chlorine atom has three lone pairs of electrons. ;

    (f)

    A Lewis structure shows an oxygen atom with a lone pair of electrons single bonded to three hydrogen atoms. The structure is surrounded by brackets with a superscripted positive sign. ;

    (g)

    A Lewis structure shows a nitrogen atom single bonded to four hydrogen atoms. The structure is surrounded by brackets with a superscripted positive sign. ;

    (h)

    A Lewis structure shows a boron atom single bonded to four fluorine atoms. Each fluorine atom has three lone pairs of electrons. The structure is surrounded by brackets with a superscripted negative sign. ;

    (i)

    A Lewis structure shows two carbon atoms that are triple bonded together. Each carbon is also single bonded to a hydrogen atom. ;

    (j)

    A Lewis structure shows a carbon atom that is triple bonded to a nitrogen atom that has one lone pair of electrons. The carbon is also single bonded to a chlorine atom that has three lone pairs of electrons. ;

    (k)

    A Lewis structure shows two carbon atoms joined with a triple bond. A superscripted 2 positive sign lies to the right of the second carbon.

    1. Write Lewis structures for the following:
      1. ClF3
      2. PCl5
      3. BF3
      4. \(\ce{PF6-}\)
    1. Write Lewis structures for the following:
      1. SeF6
      2. XeF4
      3. \(\ce{SeCl3+}\)
      4. Cl2BBCl2 (contains a B–B bond)
    Answer

    SeF6:

    A Lewis structure shows a selenium atom single bonded to six fluorine atoms, each with three lone pairs of electrons. ;

    XeF4:

    A Lewis structure shows a xenon atom with two lone pairs of electrons. It is single bonded to four fluorine atoms each with three lone pairs of electrons. ;

    \(\ce{SeCl3+}\):

    A Lewis structure shows a selenium atom with one lone pair of electrons single bonded to three chlorine atoms each with three lone pairs of electrons. The whole structure is surrounded by brackets. ;

    Cl2BBCl2:

    A Lewis structure shows two boron atoms that are single bonded together. Each is also single bonded to two chlorine atoms that both have three lone pairs of electrons.

    1. Write Lewis structures for:
      1. \(\ce{PO4^3-}\)
      2. \(\ce{ICl4-}\)
      3. \(\ce{SO3^2-}\)
      4. HONO
    1. Correct the following statement: “The bonds in solid PbCl2 are ionic; the bond in a HCl molecule is covalent. Thus, all of the valence electrons in PbCl2 are located on the Cl ions, and all of the valence electrons in a HCl molecule are shared between the H and Cl atoms.”
    Answer
    Two valence electrons per Pb atom are transferred to Cl atoms; the resulting Pb2+ ion has a 6s2 valence shell configuration. Two of the valence electrons in the HCl molecule are shared, and the other six are located on the Cl atom as lone pairs of electrons.
    1. Write Lewis structures for the following molecules or ions:
      1. SbH3
      2. XeF2
      3. Se8 (a cyclic molecule with a ring of eight Se atoms)
    1. Methanol, H3COH, is used as the fuel in some race cars. Ethanol, C2H5OH, is used extensively as motor fuel in Brazil. Both methanol and ethanol produce CO2 and H2O when they burn. Write the chemical equations for these combustion reactions using Lewis structures instead of chemical formulas.
    Answer
    Two reactions are shown using Lewis structures. The top reaction shows a carbon atom, single bonded to three hydrogen atoms and single bonded to an oxygen atom with two lone pairs of electrons. The oxygen atom is also bonded to a hydrogen atom. This is followed by a plus sign and the number one point five, followed by two oxygen atoms bonded together with a double bond and each with two lone pairs of electrons. A right-facing arrow leads to a carbon atom that is double bonded to two oxygen atoms, each of which has two lone pairs of electrons. This structure is followed by a plus sign, a number two, and a structure made up of an oxygen with two lone pairs of electrons single bonded to two hydrogen atoms. The bottom reaction shows a carbon atom, single bonded to three hydrogen atoms and single bonded to another carbon atom. The second carbon atom is single bonded to two hydrogen atoms and one oxygen atom with two lone pairs of electrons. The oxygen atom is also bonded to a hydrogen atom. This is followed by a plus sign and the number three, followed by two oxygen atoms bonded together with a double bond. Each oxygen atom has two lone pairs of electrons. A right-facing arrow leads to a number two and a carbon atom that is double bonded to two oxygen atoms, each of which has two lone pairs of electrons. This structure is followed by a plus sign, a number three, and a structure made up of an oxygen with two lone pairs of electrons single bonded to two hydrogen atoms.
    1. Many planets in our solar system contain organic chemicals including methane (CH4) and traces of ethylene (C2H4), ethane (C2H6), propyne (H3CCCH), and diacetylene (HCCCCH). Write the Lewis structures for each of these molecules.
    2. Carbon tetrachloride was formerly used in fire extinguishers for electrical fires. It is no longer used for this purpose because of the formation of the toxic gas phosgene, Cl2CO. Write the Lewis structures for carbon tetrachloride and phosgene.
    Answer
    Two Lewis structures are shown. The left depicts a carbon atom single bonded to four chlorine atoms, each with three lone pairs of electrons. The right shows a carbon atom double bonded to an oxygen atom that has two lone pairs of electrons. The carbon atom is also single bonded to two chlorine atoms, each of which has three lone pairs of electrons.
    1. Identify the atoms that correspond to each of the following electron configurations. Then, write the Lewis symbol for the common ion formed from each atom:
      1. 1s22s22p5
      2. 1s22s22p63s2
      3. 1s22s22p63s23p64s23d10
      4. 1s22s22p63s23p64s23d104p4
      5. 1s22s22p63s23p64s23d104p1
    2. The arrangement of atoms in several biologically important molecules is given here. Complete the Lewis structures of these molecules by adding multiple bonds and lone pairs. Do not add any more atoms.

    the amino acid serine:

    A Lewis structure is shown. A nitrogen atom is single bonded to two hydrogen atoms and a carbon atom. The carbon atom is single bonded to a hydrogen atom and two other carbon atoms. One of these carbon atoms is single bonded to two hydrogen atoms and an oxygen atom. The oxygen atom is bonded to a hydrogen atom. The other carbon atom is single bonded to two oxygen atoms, one of which is bonded to a hydrogen atom.

    urea:

    A Lewis structure is shown. A nitrogen atom is single bonded to two hydrogen atoms and a carbon atom. The carbon atom is single bonded to an oxygen atom and another nitrogen atom. That nitrogen atom is then single bonded to two hydrogen atoms.

    pyruvic acid:

    A Lewis structure is shown. A carbon atom is single bonded to three hydrogen atoms and another carbon atom. The second carbon atom is single bonded to an oxygen atom and a third carbon atom. This carbon is then single bonded to two oxygen atoms, one of which is single bonded to a hydrogen atom.

    uracil:

    A Lewis hexagonal ring structure is shown. From the top of the ring (moving clockwise), three carbon atoms, one nitrogen atom, a carbon atom, and a nitrogen atom are single bonded to each another. The top carbon atom is single bonded to an oxygen atom. The second and third carbons and the nitrogen atom are each single bonded to a hydrogen atom. The next carbon atom is single bonded to an oxygen atom, and the last nitrogen atom is single bonded to a hydrogen atom.

    carbonic acid:

    A Lewis structure is shown. A carbon atom is single bonded to three oxygen atoms. Two of those oxygen atoms are each single bonded to a hydrogen atom.

    Answer

    (a)

    A Lewis structure is shown. A nitrogen atom is single bonded to two hydrogen atoms and a carbon atom. The carbon atom is single bonded to a hydrogen atom and two other carbon atoms. One of these carbon atoms is single bonded to two hydrogen atoms and an oxygen atom. The oxygen atom is bonded to a hydrogen atom. The other carbon is single bonded to two oxygen atoms, one of which is bonded to a hydrogen atom. The oxygen atoms have two lone pairs of electron dots, and the nitrogen atom has one lone pair of electron dots. ;

    (b)

    A Lewis structure is shown. A nitrogen atom is single bonded to two hydrogen atoms and a carbon atom. The carbon atom is single bonded to an oxygen atom and one nitrogen atom. That nitrogen atom is then single bonded to two hydrogen atoms. The oxygen atom has two lone pairs of electron dots, and the nitrogen atoms have one lone pair of electron dots each. ;

    (c)

    A Lewis structure is shown. A carbon atom is single bonded to three hydrogen atoms and a carbon atom. The carbon atom is single bonded to an oxygen atom and a third carbon atom. This carbon is then single bonded to two oxygen atoms, one of which is single bonded to a hydrogen atom. Each oxygen atom has two lone pairs of electron dots. ;

    (d)

    A Lewis hexagonal ring structure is shown. From the top of the ring, three carbon atoms, one nitrogen atom, a carbon atom and a nitrogen atom are single bonded to one another. The top carbon is single bonded to an oxygen, the second and third carbons and the nitrogen atom are each single bonded to a hydrogen atom. The next carbon is single bonded to an oxygen atom and the last nitrogen is single bonded to a hydrogen atom. The oxygen atoms have two lone pairs of electron dots, and the nitrogen atoms have one lone pair of electron dots. ;

    (e)

    A Lewis structure is shown. A carbon atom is single bonded to three oxygen atoms. Two of those oxygen atoms are each single bonded to a hydrogen atom. Each oxygen atom has two lone pairs of electron dots.

    1. 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.
    2. A compound with a molar mass of about 42 g/mol contains 85.7% carbon and 14.3% hydrogen by mass. Write the Lewis structure for a molecule of the compound.

    A Lewis structure is shown. A carbon atom is single bonded to three hydrogen atoms and another carbon atom. The second carbon atom is double bonded to another carbon atom and single bonded to a hydrogen atom. The last carbon is single bonded to two hydrogen atoms.

    1. Two arrangements of atoms are possible for a compound with a molar mass of about 45 g/mol that contains 52.2% C, 13.1% H, and 34.7% O by mass. Write the Lewis structures for the two molecules.
    2. How are single, double, and triple bonds similar? How do they differ?
    Answer
    Each bond includes a sharing of electrons between atoms. Two electrons are shared in a single bond; four electrons are shared in a double bond; and six electrons are shared in a triple bond.
    1. Write resonance forms that describe the distribution of electrons in each of these molecules or ions.
      1. selenium dioxide, OSeO
      2. nitrate ion, \(\ce{NO3-}\)
      3. nitric acid, HNO3 (N is bonded to an OH group and two O atoms)
      4. benzene, C6H6:
    1. Write resonance forms that describe the distribution of electrons in each of these molecules or ions.
      1. sulfur dioxide, SO2
      2. carbonate ion, \(\ce{CO3^2-}\)
      3. hydrogen carbonate ion, \(\ce{HCO3-}\) (C is bonded to an OH group and two O atoms)
      4. pyridine:

    A Lewis structure depicts a hexagonal ring composed of five carbon atoms and one nitrogen atom. Each carbon atom is single bonded to a hydrogen atom.

    1. the allyl ion:

    A Lewis structure shows a carbon atom single bonded to two hydrogen atoms and a second carbon atom. The second carbon atom is single bonded to a hydrogen atom and a third carbon atom. The third carbon atom is single bonded to two hydrogen atoms. The whole structure is surrounded by brackets, and there is a superscripted negative sign.

    Answer

    (a)

    Two Lewis structures are shown with a double-headed arrow in between. The left structure shows a sulfur atom with a lone pair of electrons single bonded to the left to an oxygen atom with three lone pairs of electrons. The sulfur atom is also double bonded on the right to an oxygen atom with two lone pairs of electrons. The right structure depicts the same atoms, but this time the double bond is between the left oxygen and the sulfur atom. The lone pairs of electrons have also shifted to account for the change of bond types. The sulfur atom in the right structures, also has a third electron dot below it. ;

    (b)

    Three Lewis structures are shown, with double-headed arrows in between, each surrounded by brackets and a superscripted two negative sign. The left structure depicts a carbon atom bonded to three oxygen atoms. It is single bonded to two of these oxygen atoms, each of which has three lone pairs of electrons, and double bonded to the third, which has two lone pairs of electrons. The double bond is located between the bottom oxygen and the carbon. The central and right structures are the same as the first, but the position of the double bonded oxygen has moved to the left oxygen in the right structure while the central structure only has single bonds. The lone pairs of electrons change to correspond with the bonds as well. ;

    (c)

    Two Lewis structures are shown, with a double-headed arrow in between, each surrounded by brackets and a superscripted negative sign. The left structure depicts a carbon atom bonded to three oxygen atoms. It is single bonded to one of these oxygen atoms, which has three lone pairs of electrons, and double bonded to the other two, which have two lone pairs of electrons. One of the double bonded oxygen atoms also has a single bond to a hydrogen atom. The right structure is the same as the first, but there is only one double bonded oxygen. The oxygen with the single bonded hydrogen now has a single bond to the carbon atom. The lone pairs of electrons have also changed to correspond with the bonds. ;

    (d)

    Two Lewis structures are shown with a double-headed arrow in between. The left structure depicts a hexagonal ring composed of five carbon atoms, each single bonded to a hydrogen atom, and one nitrogen atom that has a lone pair of electrons. The ring has alternating single and double bonds. The right structure is the same as the first, but each double bond has rotated to a new position. ;

    (e)

    Two Lewis structures are shown with a double-headed arrow in between. The left structure shows a carbon atom single bonded to two hydrogen atoms and a second carbon atom. The second carbon atom is single bonded to a hydrogen atom and double bonded to a third carbon atom. The third carbon atom is single bonded to two hydrogen atoms. The whole structure is surrounded by brackets and a superscripted negative sign. The right structure shows a carbon atom single bonded to two hydrogen atoms and double bonded to a second carbon atom. The second carbon atom is single bonded to a hydrogen atom and a third carbon atom. The third carbon atom is single bonded to two hydrogen atoms. The whole structure is surrounded by brackets and a superscripted negative sign.

    1. Write the resonance forms of ozone, O3, the component of the upper atmosphere that protects the Earth from ultraviolet radiation.
    2. Sodium nitrite, which has been used to preserve bacon and other meats, is an ionic compound. Write the resonance forms of the nitrite ion, \(\ce{NO2-}\).

    Two pairs of Lewis structures are shown with a double-headed arrow in between each pair. The left structure of the first pair shows a nitrogen atom with one lone pair of electrons single bonded to an oxygen atom with three lone pairs of electrons. It is also double bonded to an oxygen with two lone pairs of electrons. The right image of this pair depicts the mirror image of the left. Both images are surrounded by brackets and a superscripted negative sign. They are labeled, “For N O subscript two superscript negative sign.” The left structure of the second pair shows an oxygen atom with one lone pair of electrons single bonded to an oxygen atom with three lone pairs of electrons. It is also double bonded to an oxygen atom with two lone pairs of electrons. The right structure appears as a mirror image of the left. These structures are labeled, “For O subscript three.”

    1. In terms of the bonds present, explain why acetic acid, CH3CO2H, contains two distinct types of carbon-oxygen bonds, whereas the acetate ion, formed by loss of a hydrogen ion from acetic acid, only contains one type of carbon-oxygen bond. The skeleton structures of these species are shown:

    Two Lewis structures are shown with a double headed arrow in between. The left structure shows a carbon atom single bonded to three hydrogen atoms and a second carbon atom. The second carbon is single bonded to two oxygen atoms. One of the oxygen atoms is single bonded to a hydrogen atom. The right structure, surrounded by brackets and with a superscripted negative sign, depicts a carbon atom single bonded to three hydrogen atoms and a second carbon atom. The second carbon atom is single bonded to two oxygen atoms.

    1. Write the Lewis structures for the following, and include resonance structures where appropriate. Indicate which has the strongest carbon-oxygen bond.
      1. CO2
      2. CO
    Answer

    (a)

    This structure shows a carbon atom double bonded to two oxygen atoms, each of which has two lone pairs of electrons.

    (b)

    The right structure of this pair shows a carbon atom with one lone pair of electrons triple bonded to an oxygen with one lone pair of electrons.

    CO has the strongest carbon-oxygen bond because there is a triple bond joining C and O. CO2 has double bonds.

    1. Toothpastes containing sodium hydrogen carbonate (sodium bicarbonate) and hydrogen peroxide are widely used. Write Lewis structures for the hydrogen carbonate ion and hydrogen peroxide molecule, with resonance forms where appropriate.
    2. Determine the formal charge of each element in the following:
      1. HCl
      2. CF4
      3. PCl3
      4. PF5
    Answer

    H: 0, Cl: 0; C: 0, F: 0; P: 0, Cl 0; P: 0, F: 0

    1. Determine the formal charge of each element in the following:
      1. H3O+
      2. \(\ce{SO4^2-}\)
      3. NH3
      4. \(\ce{O2^2-}\)
      5. H2O2
    1. Calculate the formal charge of chlorine in the molecules Cl2, BeCl2, and ClF5.
    Answer

    Cl in Cl2: 0; Cl in BeCl2: 0; Cl in ClF5: 0

    1. Calculate the formal charge of each element in the following compounds and ions:
      1. F2CO
      2. NO
      3. \(\ce{BF4-}\)
      4. \(\ce{SnCl3-}\)
      5. H2CCH2
      6. ClF3
      7. SeF6
      8. \(\ce{PO4^3-}\)
    1. Draw all possible resonance structures for each of these compounds. Determine the formal charge on each atom in each of the resonance structures:
      1. O3
      2. SO2
      3. \(\ce{NO2-}\)
      4. \(\ce{NO3-}\)
    Answer

    (a)Two Lewis structures are shown with a double-headed arrow in between. The left structure shows an oxygen atom with one lone pair of electrons single bonded to an oxygen atom with three lone pairs of electrons. It is also double bonded to an oxygen atom with two lone pairs of electrons. The symbols and numbers below this structure read, “( 0 ), ( positive 1 ), ( negative 1 ).” The phrase, “Formal charge,” and a right-facing arrow lie to the left of this structure. The right structure appears as a mirror image of the left and the symbols and numbers below this structure read, “( negative 1 ), ( positive 1 ), ( 0 ).”

    (b)Two Lewis structures are shown, with a double-headed arrow in between. The left structure shows a sulfur atom with one lone pair of electrons single bonded to an oxygen atom with three lone pairs of electrons. The sulfur atom also double bonded to an oxygen atom with two lone pairs of electrons. The symbols and numbers below this structure read, “( negative 1 ), ( positive 1 ), ( 0 ).” The right structure appears as a mirror image of the left and the symbols and numbers below this structure read, “( 0 ), ( positive 1 ), ( negative 1 ).”

    (c)[Two Lewis structures are shown, with brackets surrounding each with a superscripted negative sign and a double ended arrow in between. The left structure shows a nitrogen atom with one lone pair of electrons single bonded to an oxygen atom with three lone pairs of electrons and double bonded to an oxygen atom with two lone pairs of electrons. The symbols and numbers below this structure read “open parenthesis, 0, close parenthesis, open parenthesis, 0, close parenthesis, open parenthesis, negative 1, close parenthesis. The right structure appears as a mirror image of the left and the symbols and numbers below this structure read “open parenthesis, negative 1, close parenthesis, open parenthesis, 0, close parenthesis, open parenthesis, 0, close parenthesis.]

    (d)[Three Lewis structures are shown, with brackets surrounding each with a superscripted negative sign and a double ended arrow in between. The left structure shows a nitrogen atom single bonded to two oxygen atoms, each with three lone pairs of electrons and double bonded to an oxygen atom with two lone pairs of electrons. The single bonded oxygen atoms are labeled, from the top of the structure and going clockwise, “open parenthesis, negative 1, close parenthesis, open parenthesis, positive 1, close parenthesis”. The symbols and numbers below this structure read “open parenthesis, 0, close parenthesis, open parenthesis, negative 1, close parenthesis. The middle structure shows a nitrogen atom single bonded to two oxygen atoms, each with three lone pairs of electrons, one of which is labeled “open parenthesis, positive 1, close parenthesis” and double bonded to an oxygen atom with two lone pairs of electrons labeled “open parenthesis, 0, close parenthesis”. The symbols and numbers below this structure read “open parenthesis, negative 1, close parenthesis, open parenthesis, negative 1, close parenthesis. The right structure shows a nitrogen atom single bonded to two oxygen atoms, each with three lone pairs of electrons and double bonded to an oxygen atom with two lone pairs of electrons. One of the single bonded oxygen atoms is labeled, “open parenthesis, negative 1, close parenthesis while the double bonded oxygen is labeled, “open parenthesis, positive 1, close parenthesis”. The symbols and numbers below this structure read “open parenthesis, negative 1, close parenthesis” and “open parenthesis, 0, close parenthesis”.]

    1. Based on formal charge considerations, which of the following would likely be the correct arrangement of atoms in nitrosyl chloride: ClNO or ClON?
    2. Based on formal charge considerations, which of the following would likely be the correct arrangement of atoms in hypochlorous acid: HOCl or OClH?
    Answer

    HOCl

    1. Based on formal charge considerations, which of the following would likely be the correct arrangement of atoms in sulfur dioxide: OSO or SOO?
    2. Draw the structure of hydroxylamine, H3NO, and assign formal charges; look up the structure. Is the actual structure consistent with the formal charges?

    The structure that gives zero formal charges is consistent with the actual structure:

    A Lewis structure shows a nitrogen atom with one lone pair of electrons single bonded to two hydrogen atoms and an oxygen atom which has two lone pairs of electrons. The oxygen atom is single bonded to a hydrogen atom.

    1. Iodine forms a series of fluorides (listed here). Write Lewis structures for each of the four compounds and determine the formal charge of the iodine atom in each molecule:
      1. IF
      2. IF3
      3. IF5
      4. IF7
    2. Write the Lewis structure and chemical formula of the compound with a molar mass of about 70 g/mol that contains 19.7% nitrogen and 80.3% fluorine by mass, and determine the formal charge of the atoms in this compound.
    Answer

    NF3;

    A Lewis structure shows a nitrogen atom with one lone pair of electrons single bonded to three fluorine atoms, each with three lone pairs of electrons.

    1. Which of the following structures would we expect for nitrous acid? Determine the formal charges:

    Two Lewis structures are shown, with the word “or” in between. The left structure shows a nitrogen atom single bonded to an oxygen atom with three lone pairs of electrons. It is also single bonded to a hydrogen atom and double bonded to an oxygen atom with two lone pairs of electrons. The right structure shows a hydrogen atom single bonded to an oxygen atom with two lone pairs of electrons. The oxygen atom is single bonded to a nitrogen atom which is double bonded to an oxygen atom with two lone pairs of electrons.

    1. Sulfuric acid is the industrial chemical produced in greatest quantity worldwide. About 90 billion pounds are produced each year in the United States alone. Write the Lewis structure for sulfuric acid, H2SO4, which has two oxygen atoms and two OH groups bonded to the sulfur.
    Answer

    A Lewis structure shows a hydrogen atom single bonded to an oxygen atom with two lone pairs of electrons. The oxygen atom is single bonded to a sulfur atom. The sulfur atom is double bonded to two oxygen atoms, each of which have three lone pairs of electrons, and single bonded to an oxygen atom with two lone pairs of electrons. This oxygen atom is single bonded to a hydrogen atom.

    1. Which bond in each of the following pairs of bonds is the strongest?
      1. C–C or \(\mathrm{C=C}\)
      2. C–N or \(\mathrm{C≡N}\)
      3. \(\mathrm{C≡O}\) or \(\mathrm{C=O}\)
      4. H–F or H–Cl
      5. C–H or O–H
      6. C–N or C–O
    1. Using the bond energies in Table, determine the approximate enthalpy change for each of the following reactions:
      1. \(\ce{H2}(g)+\ce{Br2}(g)⟶\ce{2HBr}(g)\)
      2. \(\ce{CH4}(g)+\ce{I2}(g)⟶\ce{CH3I}(g)+\ce{HI}(g)\)
      3. (c) \(\ce{C2H4}(g)+\ce{3O2}(g)⟶\ce{2CO2}(g)+\ce{2H2O}(g)\)
    1. Using the bond energies in Table, determine the approximate enthalpy change for each of the following reactions:
      1. \(\ce{H2}(g)+\ce{Br2}(g)⟶\ce{2HBr}(g)\)
      2. \(\ce{CH4}(g)+\ce{I2}(g)⟶\ce{CH3I}(g)+\ce{HI}(g)\)
      3. \(\ce{C2H4}(g)+\ce{3O2}(g)⟶\ce{2CO2}(g)+\ce{2H2O}(g)\)
    Answer

    (a) −114 kJ;

    (b) 30 kJ;

    (c) −1055 kJ

    1. Using the bond energies in Table, determine the approximate enthalpy change for each of the following reactions:
      1. \(\ce{Cl2}(g)+\ce{3F2}(g)⟶\ce{2ClF3}(g)\)
      2. \(\mathrm{H_2C=CH_2}(g)+\ce{H2}(g)⟶\ce{H3CCH3}(g)\)
      3. (c) \(\ce{2C2H6}(g)+\ce{7O2}(g)⟶\ce{4CO2}(g)+\ce{6H2O}(g)\)
    2. When a molecule can form two different structures, the structure with the stronger bonds is usually the more stable form. Use bond energies to predict the correct structure of the hydroxylamine molecule:

    Two Lewis structures are shows with the word “or” written in between them. The left structure shows a nitrogen atom with one lone pair of electrons single bonded to two hydrogen atoms. It is also bonded to an oxygen atom with two lone pairs of electrons. The oxygen atom is bonded to a hydrogen atom. The right structure shows a nitrogen atom single bonded to three hydrogen atoms and an oxygen atom with three lone pairs of electrons.

    Answer

    The greater bond energy is in the figure on the left. It is the more stable form.

    1. How does the bond energy of HCl differ from the standard enthalpy of formation of HCl(g)?
    2. Using the standard enthalpy of formation data in Appendix G, show how the standard enthalpy of formation of HCl(g) can be used to determine the bond energy.
    Answer

    \(\ce{HCl}(g)⟶\dfrac{1}{2}\ce{H2}(g)+\dfrac{1}{2}\ce{Cl2}(g)\hspace{20px}ΔH^\circ_1=−ΔH^\circ_{\ce f[\ce{HCl}(g)]}\\
    \dfrac{1}{2}\ce{H2}(g)⟶\ce{H}(g)\hspace{105px}ΔH^\circ_2=ΔH^\circ_{\ce f[\ce H(g)]}\\
    \underline{\dfrac{1}{2}\ce{Cl2}(g)⟶\ce{Cl}(g)\hspace{99px}ΔH^\circ_3=ΔH^\circ_{\ce f[\ce{Cl}(g)]}}\\
    \ce{HCl}(g)⟶\ce{H}(g)+\ce{Cl}(g)\hspace{58px}ΔH^\circ_{298}=ΔH^\circ_1+ΔH^\circ_2+ΔH^\circ_3\)

    \(\begin{align}
    D_\ce{HCl}=ΔH^\circ_{298}&=ΔH^\circ_{\ce f[\ce{HCl}(g)]}+ΔH^\circ_{\ce f[\ce H(g)]}+ΔH^\circ_{\ce f[\ce{Cl}(g)]}\\
    &=\mathrm{−(−92.307\:kJ)+217.97\:kJ+121.3\:kJ}\\
    &=\mathrm{431.6\:kJ}
    \end{align}\)

    1. Using the standard enthalpy of formation data in Appendix G, calculate the bond energy of the carbon-sulfur double bond in CS2.
    2. Using the standard enthalpy of formation data in Appendix G, determine which bond is stronger: the S–F bond in SF4(g) or in SF6(g)?
    Answer

    The S–F bond in SF4 is stronger.

    1. Using the standard enthalpy of formation data in Appendix G, determine which bond is stronger: the P–Cl bond in PCl3(g) or in PCl5(g)?
    2. Complete the following Lewis structure by adding bonds (not atoms), and then indicate the longest bond:

    A Lewis structure is shown that is missing its bonds. It shows a horizontal row of six carbon atoms, equally spaced. Three hydrogen atoms are drawn around the first carbon, two around the second, one above the fifth, and two by the sixth.

    Answer

    A Lewis structure is shown. A carbon atom that is single bonded to three hydrogen atoms is bonded to a second carbon atom. The second carbon atom is single bonded to two hydrogen atoms. The second carbon atom is single bonded to a third carbon atom that is triple bonded to a fourth carbon atom and single bonded to a fifth carbon atom. The fifth carbon atom is single bonded to a hydrogen atom and double bonded to a sixth carbon atom that is single bonded to two hydrogen atoms.

    The C–C single bonds are longest.

    1. Use the bond energy to calculate an approximate value of ΔH for the following reaction. Which is the more stable form of FNO2?

    Two Lewis structures are shown with a right-facing arrow in between. The left structure shows a nitrogen atom double bonded to an oxygen atom with two lone pairs of electrons. It is also bonded to a fluorine atom and another oxygen atom, each with three lone pairs of electrons. The right structure shows an oxygen atom with two lone pairs of electrons double bonded to a nitrogen atom with one lone pair of electrons. This nitrogen atom is single bonded to an oxygen with two lone pairs of electrons. The oxygen atom is single bonded to a fluorine atom with three lone pairs of electrons.

    1. Use principles of atomic structure to answer each of the following:1
    1. The radius of the Ca atom is 197 pm; the radius of the Ca2+ ion is 99 pm. Account for the difference.
    2. The lattice energy of CaO(s) is –3460 kJ/mol; the lattice energy of K2O is –2240 kJ/mol. Account for the difference.
    3. Given these ionization values, explain the difference between Ca and K with regard to their first and second ionization energies.
    Element First Ionization Energy (kJ/mol) Second Ionization Energy (kJ/mol)
    K 419 3050
    Ca 590 1140
    1. The first ionization energy of Mg is 738 kJ/mol and that of Al is 578 kJ/mol. Account for this difference.
    Answer

    When two electrons are removed from the valence shell, the Ca radius loses the outermost energy level and reverts to the lower n = 3 level, which is much smaller in radius. The +2 charge on calcium pulls the oxygen much closer compared with K, thereby increasing the lattice energy relative to a less charged ion. (c) Removal of the 4s electron in Ca requires more energy than removal of the 4s electron in K because of the stronger attraction of the nucleus and the extra energy required to break the pairing of the electrons. The second ionization energy for K requires that an electron be removed from a lower energy level, where the attraction is much stronger from the nucleus for the electron. In addition, energy is required to unpair two electrons in a full orbital. For Ca, the second ionization potential requires removing only a lone electron in the exposed outer energy level. In Al, the removed electron is relatively unprotected and unpaired in a p orbital. The higher energy for Mg mainly reflects the unpairing of the 2s electron.

    1. The lattice energy of LiF is 1023 kJ/mol, and the Li–F distance is 200.8 pm. NaF crystallizes in the same structure as LiF but with a Na–F distance of 231 pm. Which of the following values most closely approximates the lattice energy of NaF: 510, 890, 1023, 1175, or 4090 kJ/mol? Explain your choice.
    2. For which of the following substances is the least energy required to convert one mole of the solid into separate ions?
      1. MgO
      2. SrO
      3. (c) KF
      4. CsF
      5. MgF2
    3. The reaction of a metal, M, with a halogen, X2, proceeds by an exothermic reaction as indicated by this equation: \(\ce{M}(s)+\ce{X2}(g)⟶\ce{MX2}(s)\). For each of the following, indicate which option will make the reaction more exothermic. Explain your answers.
      1. a large radius vs. a small radius for M+2
      2. a high ionization energy vs. a low ionization energy for M
      3. an increasing bond energy for the halogen
      4. a decreasing electron affinity for the halogen
      5. an increasing size of the anion formed by the halogen
    4. The lattice energy of LiF is 1023 kJ/mol, and the Li–F distance is 201 pm. MgO crystallizes in the same structure as LiF but with a Mg–O distance of 205 pm. Which of the following values most closely approximates the lattice energy of MgO: 256 kJ/mol, 512 kJ/mol, 1023 kJ/mol, 2046 kJ/mol, or 4008 kJ/mol? Explain your choice.
    Answer

    4008 kJ/mol; both ions in MgO have twice the charge of the ions in LiF; the bond length is very similar and both have the same structure; a quadrupling of the energy is expected based on the equation for lattice energy

    1. Which compound in each of the following pairs has the larger lattice energy? Note: Mg2+ and Li+ have similar radii; O2– and F have similar radii. Explain your choices.
      1. MgO or MgSe
      2. LiF or MgO
      3. (c) Li2O or LiCl
      4. Li2Se or MgO
    2. Which compound in each of the following pairs has the larger lattice energy? Note: Ba2+ and K+ have similar radii; S2– and Cl have similar radii. Explain your choices.
      1. K2O or Na2O
      2. K2S or BaS
      3. (c) KCl or BaS
      4. BaS or BaCl2
    Answer

    Na2O; Na+ has a smaller radius than K+; BaS; Ba has a larger charge than K; (c) BaS; Ba and S have larger charges; BaS; S has a larger charge

    1. Which of the following compounds requires the most energy to convert one mole of the solid into separate ions?
      1. MgO
      2. SrO
      3. KF
      4. CsF
      5. MgF2
    2. Which of the following compounds requires the most energy to convert one mole of the solid into separate ions?
      1. K2S
      2. K2O
      3. CaS
      4. Cs2S
      5. CaO
    3. The lattice energy of KF is 794 kJ/mol, and the interionic distance is 269 pm. The Na–F distance in NaF, which has the same structure as KF, is 231 pm. Which of the following values is the closest approximation of the lattice energy of NaF: 682 kJ/mol, 794 kJ/mol, 924 kJ/mol, 1588 kJ/mol, or 3175 kJ/mol? Explain your answer.

    10.9: End of Chapter Problems is shared under a not declared license and was authored, remixed, and/or curated by LibreTexts.

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