Problem 94b
Ortho-Dichlorobenzene, C6H4Cl2, is obtained when two of the adjacent hydrogen atoms in benzene are replaced with Cl atoms. A skeleton of the molecule is shown here. (b) Are there any resonance structures for the molecule? If so, sketch them.
Problem 95
Consider the hypothetical molecule B-A=B. Are the following statements true or false? (a) This molecule cannot exist. (b) If resonance was important, the molecule would have identical A–B bond lengths.
Problem 96
An important reaction for the conversion of natural gas to other useful hydrocarbons is the conversion of methane to ethane. 2 CH4(g) → C2H6(g) + H2(g) In practice, this reaction is carried out in the presence of oxygen, which converts the hydrogen produced into water. 2 CH4(g) + 12 O2(g) → C2H6(g) + H2O(g) Use Table 8.3 to estimate H for these two reactions. Why is the conversion of methane to ethane more favorable when oxygen is used? Why is the conversion of methane to ethane more favorable when oxygen is used?
Problem 97d
Two compounds are isomers if they have the same chemical formula but different arrangements of atoms. Use Table 8.3 to estimate H for each of the following gas-phase isomerization reactions and indicate which isomer has the lower enthalpy. (d) Methyl isocyanide → Acetonitrile
Problem 98b
The Ti2 + ion is isoelectronic with the Ca atom. (b) Calculate the number of unpaired electrons for Ca and for Ti2+.
Problem 98c
The Ti2+ ion is isoelectronic with the Ca atom. (c) What charge would Ti have to be isoelectronic with Ca2+ ?
Problem 99a
Consider the molecule C4H5N, which has the connectivity shown below. (a) After the Lewis structure for the molecule is completed, how many s and how many p bonds are there in this molecule?

Problem 99c
(c) Hydrogen peroxide is sold commercially as an aqueous solution in brown bottles to protect it from light. Calculate the longest wavelength of light that has sufficient energy to break the weakest bond in hydrogen peroxide.
- One scale for electronegativity is based on the concept that the electronegativity of any atom is proportional to the ionization energy of the atom minus its electron affinity: electronegativity = k(I - EA), where k is a proportionality constant. (d) Use your result from part (c) to determine the electronegativities of Cl and O using this scale. (e) Another scale for electronegativity defines electronegativity as the average of an atom’s first ionization energy and its electron affinity. Using this scale, calculate the electronegativities for the halogens, and scale them so that fluorine has an electronegativity of 4.0. On this scale, what is Br’s electronegativity?
Problem 102
Problem 102b
One scale for electronegativity is based on the concept that the electronegativity of any atom is proportional to the ionization energy of the atom minus its electron affinity: electronegativity = k1I - EA2, where k is a proportionality constant. (b) Why are both ionization energy and electron affinity relevant to the notion of electronegativity?
- Potassium peroxide is composed of 70.96% K and 29.04% O. Each peroxide ion has a net charge of 2-. (a) Given the molecular weight of the compound is 110.19, determine the chemical formula of potassium peroxide.
Problem 104
Problem 105b
Acetylene (C2H2) and nitrogen (N2) both contain a triple bond, but they differ greatly in their chemical properties. (b) By referring to Appendix C, look up the enthalpies of formation of acetylene and nitrogen. Which compound is more stable?
Problem 105c2
Acetylene (C2H2) and nitrogen (N2) both contain a triple bond, but they differ greatly in their chemical properties. (c) Write balanced chemical equations for the complete oxidation of N2 to form N2O5(g) and of acetylene to form CO2(g) and H2O(g). Write a balanced chemical equation for the complete oxidation of acetylene to form CO2(g) and H2O(g).
Problem 105e
Acetylene (C2H2) and nitrogen (N2) both contain a triple bond, but they differ greatly in their chemical properties. (e) Both N2 and C2H2 possess triple bonds with quite high bond enthalpies (Table 8.3). Calculate the enthalpy of hydrogenation per mole for both compounds: acetylene plus H2 to make methane, CH4; nitrogen plus H2 to make ammonia, NH3.
Problem 107b
A common form of elemental phosphorus is the tetrahedral P4 molecule, where all four phosphorus atoms are equivalent:
(b) How many P-P bonds are there in the molecule?
Problem 107c
A common form of elemental phosphorus is the tetrahedral P4 molecule, where all four phosphorus atoms are equivalent:
Draw a Lewis structure for a linear P4 molecule that satisfies the octet rule. Does this molecule have resonance structures?
Problem 108a
Trifluoroacetic acid has the chemical formula CF3CO2H. It is a colorless liquid that has a density of 1.489 g/mL (a) Trifluoroacetic acid contains one CF3 unit and is connected to the other C atom which bonds with both O’s. Draw the Lewis structure for trifluoroacetic acid.
Problem 108b
Trifluoroacetic acid has the chemical formula CF3CO2H. It is a colorless liquid that has a density of 1.489 g/mL. (b) Trifluoroacetic acid can react with NaOH in aqueous solution to produce the trifluoroacetate ion, CF3COO2. Write the balanced chemical equation for this reaction.
Problem 108d
Trifluoroacetic acid has the chemical formula CF3CO2H. It is a colorless liquid that has a density of 1.489 g/mL. (d) How many milliliters of a 0.500 M solution of NaOH would it take to neutralize 10.5 mL of trifluoroacetic acid?
- Ammonia reacts with boron trifluoride to form a stable compound, as we saw in Section 8.7. (a) Draw the Lewis structure of the ammonia–boron trifluoride reaction product.
Problem 109
- Ammonium chloride, NH4Cl, is a very soluble salt in water. (a) Draw the Lewis structures of the ammonium and chloride ions.
Problem 110
Problem 110c
Ammonium chloride, NH4Cl, is a very soluble salt in water. (c) If you dissolve 14 g of ammonium chloride in 500.0 mL of water, what is the molar concentration of the solution?
- Use average bond enthalpies from Table 8.4 to estimate the enthalpies of the following gas-phase reactions: Reaction 1: HF1g2 + H2O1g2 Δ F-1g2 + H3O+1g2 Reaction 2: HCl1g2 + H2O1g2 Δ Cl-1g2 + H3O+1g2 Are both reactions exothermic? How do these values relate to the different strengths of hydrofluoric and hydrochloric acid?
Problem 123
Ch.8 - Basic Concepts of Chemical Bonding
