Problem 97
Formic acid is responsible for the sting of ant bites. By mass, formic acid is 26.10% C, 4.38% H, and 69.52% O. The molar mass of formic acid is 46.02 g/mol. Determine the molecular formula of formic acid and draw its Lewis structure.
Problem 98
Diazomethane is a highly poisonous, explosive compound because it readily evolves N2. Diazomethane has the following composition by mass: 28.57% C; 4.80% H; and 66.64% N. The molar mass of diazomethane is 42.04 g/mol. Find the molecular formula of diazomethane, draw its Lewis structure, and assign formal charges to each atom. Why is diazomethane not very stable? Explain.
Problem 99
The reaction of Fe2O3(s) with Al(s) to form Al2O3(s) and Fe(s) is called the thermite reaction and is highly exothermic. What role does lattice energy play in the exothermicity of the reaction?
Problem 100
NaCl has a lattice energy of -787 kJ/mol. Consider a hypothetical salt XY. X3+ has the same radius of Na+ and Y3- has the same radius as Cl-. Estimate the lattice energy of XY.
- Draw the Lewis structure for nitric acid, ensuring the hydrogen atom is attached to one of the oxygen atoms. Include all three resonance structures by alternating the double bond among the three oxygen atoms. Use formal charge to determine which of the resonance structures is most important to the structure of nitric acid.
Problem 101
- Phosgene (Cl2CO) is a poisonous gas used as a chemical weapon during World War I. It is a potential agent for chemical terrorism today. Draw the Lewis structure of phosgene, including all three resonance forms by alternating the double bond among the three terminal atoms. Which resonance structure is the best?
Problem 102
Problem 104b
Draw the Lewis structure for each organic compound from its condensed structural formula. b. CH3OCH3
Problem 104c
Draw the Lewis structure for each organic compound from its condensed structural formula. c. CH3COCH3
Problem 104e
Draw the Lewis structure for each organic compound from its condensed structural formula. e. CH3CHO
Problem 105
Draw the Lewis structure for each organic compound from its condensed structural formula. a. C2H4 b. CH3NH2 c. HCHO d. CH3CH2OH e. HCOOH
Problem 106
Use Lewis structures to explain why Br3- and I3- are stable, while F3- is not.
- Draw the Lewis structure for HCSNH2. The carbon and nitrogen atoms are bonded together, and the sulfur atom is bonded to the carbon atom. Label each bond in the molecule as polar or nonpolar.
Problem 107
Problem 108
Draw the Lewis structure for urea, H2NCONH2, one of the compounds responsible for the smell of urine. (The central carbon atom is bonded to both nitrogen atoms and to the oxygen atom.) Does urea contain polar bonds? Which bond in urea is most polar?
- Draw Lewis structures for each free radical implicated in this theory of aging: a. O2- b. O-
Problem 109
Problem 109c
Some theories of aging suggest that free radicals cause certain diseases and perhaps aging in general. As you know from the Lewis model, such molecules are not chemically stable and will quickly react with other molecules. According to certain theories, free radicals may attack molecules within the cell, such as DNA, changing them and causing cancer or other diseases. Free radicals may also attack molecules on the surfaces of cells, making them appear foreign to the body's immune system. The immune system then attacks the cells and destroys them, weakening the body. Draw Lewis structures for each free radical implicated in this theory of aging. c. OH
Problem 109d
Some theories of aging suggest that free radicals cause certain diseases and perhaps aging in general. As you know from the Lewis model, such molecules are not chemically stable and will quickly react with other molecules. According to certain theories, free radicals may attack molecules within the cell, such as DNA, changing them and causing cancer or other diseases. Free radicals may also attack molecules on the surfaces of cells, making them appear foreign to the body's immune system. The immune system then attacks the cells and destroys them, weakening the body. Draw Lewis structures for each free radical implicated in this theory of aging. d. CH3OO (unpaired electron on terminal oxygen)
Problem 110
Free radicals are important in many environmentally significant reactions (see the Chemistry in the Environment box on free radicals in this chapter). For example, photochemical smog— smog that results from the action of sunlight on air pollutants— forms in part by these two steps:
The product of this reaction, ozone, is a pollutant in the lower atmosphere. (Upper atmospheric ozone is a natural part of the atmosphere that protects life on Earth from ultraviolet light.) Ozone is an eye and lung irritant and also accelerates the weathering of rubber products. Rewrite the given reactions using the Lewis structure of each reactant and product. Identify the free radicals.
Problem 111a
If hydrogen were used as a fuel, it could be burned according to this reaction: H2(g) + 1/2 O2(g) → H2O(g) Use average bond energies to calculate ΔHrxn for this reaction.
Problem 111b
If hydrogen were used as a fuel, it could be burned according to this reaction: H2(g) + 1/2 O2(g) → H2O(g) Use average bond energies to calculate ΔHrxn for the combustion of methane (CH4).
Problem 111c
If hydrogen were used as a fuel, it could be burned according to this reaction: H2(g) + 1/2 O2(g) → H2O(g) Which fuel yields more energy per mole?
Problem 111d
If hydrogen were used as a fuel, it could be burned according to this reaction: H2(g) + 1/2 O2(g) → H2O(g) Which fuel yields more energy per gram?
Problem 113b
Draw the Lewis structure for each compound. b. H3PO3 (two OH bonds)
Problem 113c
Draw the Lewis structure for each compound. c. H3AsO4
Problem 114
The azide ion, N3-, is a symmetrical ion, all of whose contributing resonance structures have formal charges. Draw three important contributing structures for this ion.
Problem 115
List the following gas-phase ion pairs in order of the quantity of energy released when they form from separated gas-phase ions. List the pair that releases the least energy first. Na+ F-, Mg2+F-, Na+O2-, Mg2+O2-, Al3+O2-.
Problem 117
The heat of atomization is the heat required to convert a molecule in the gas phase into its constituent atoms in the gas phase. The heat of atomization is used to calculate average bond energies. Without using any tabulated bond energies, calculate the average C–Cl bond energy from the following data: the heat of atomization of CH4 is 1660 kJ/mol, and the heat of atomization of CH2Cl2 is 1495 kJ/mol.
Problem 118
Calculate the heat of atomization (see previous problem) of C2H3Cl, using the average bond energies in Table 10.3.
Problem 119
A compound composed of only carbon and hydrogen is 7.743% hydrogen by mass. Propose a Lewis structure for the compound.
Problem 120
A compound composed of only carbon and chlorine is 85.5% chlorine by mass. Propose a Lewis structure for the compound.
Ch.10 - Chemical Bonding I: The Lewis Model