Problem 80
Write the Lewis structure for each molecule (octet rule not followed). a. BBr3 b. NO c. ClO2
- Write Lewis structures for each molecule or ion. Include resonance structures if necessary and assign formal charges to all atoms. If you need to, expand the octet on the central atom to lower formal charge. a. SO4^2- b. HSO4^- c. SO3 d. BrO2^-
Problem 82
Problem 83a
Write Lewis structures for each molecule or ion. Use expanded octets as necessary. a. PF5
Problem 84b
Write Lewis structures for each molecule or ion. Use expanded octets as necessary. b. AsF6-
Problem 85a
Order these compounds in order of increasing carbon–carbon bond strength: HCCH, H2CCH2, H3CCH3.
Problem 85b
Order these compounds in order of decreasing carbon–carbon bond length: HCCH, H2CCH2, H3CCH3.
Problem 86
Which of the two compounds, H2NNH2 and HNNH, has the strongest nitrogen-nitrogen bond, and which has the shorter nitrogen-nitrogen bond.
Problem 87
Hydrogenation reactions are used to add hydrogen across double bonds in hydrocarbons and other organic compounds. Use average bond energies to calculate ΔHrxn for the hydrogenation reaction. H2C=CH2(g) + H2(g) → H3C–CH3(g)
Problem 88
Ethanol is a possible fuel. Use average bond energies to calculate ΔHrxn for the combustion of ethanol. CH3CH2OH(g) + 3 O2(g) → 2 CO2(g) + 3 H2O(g)
Problem 89
Ethane burns in air to form carbon dixode and water vapor.
2 H3C¬CH3( g) + 7 O2( g)¡4 CO2( g) + 6 H2O( g)
Use average bond energies to calculate ΔHrxn for the reaction.
Problem 90
In the Chemistry and the Environment box on free radicals in this chapter, we discussed the importance of the hydroxyl radical in reacting with and eliminating many atmospheric pollutants. However, the hydroxyl radical does not clean up everything. For example, chlorofluorocarbons—which destroy stratospheric ozone—are not attacked by the hydroxyl radical. Consider the hypothetical reaction by which the hydroxyl radical might react with a chlorofluorocarbon: OH(g) + CF2Cl2(g) → HOF(g) + CFCl2(g) Use bond energies to explain why this reaction is improbable. (The C–F bond energy is 552 kJ/mol.)
- Write an appropriate Lewis structure for each compound. Make certain to distinguish between ionic and molecular compounds. a. BI3 c. HCFO b. K2S d. PBr3
Problem 91
Problem 92b
Write an appropriate Lewis structure for each compound. Make certain to distinguish between ionic and molecular compounds. b. ClF5
Problem 93b,c,d
Each compound contains both ionic and covalent bonds. Write ionic Lewis structures for each, including the covalent structure for the ion in brackets. Write resonance structures if necessary. b. Ca(OH)2 c. KNO3 d. LiIO
- Does each compound contain both ionic and covalent bonds? Write ionic Lewis structures for each of them, including the covalent structure for the ion in brackets. Write resonance structures if necessary for the following: b. NH4Cl, d. Sr(CN)2, a. RbIO2, c. KOH.
Problem 94
Problem 95
Carbon ring structures are common in organic chemistry. Draw a Lewis structure for each carbon ring structure, including any necessary resonance structures. a. C4H8 b. C4H4 c. C6H12 d. C6H6
Problem 96
Amino acids are the building blocks of proteins. The simplest amino acid is glycine (H2NCH2COOH). Draw a Lewis structure for glycine. (Hint: The central atoms in the skeletal structure are nitrogen and the two carbon atoms. Each oxygen atom is bonded directly to the right-most carbon atom.)
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 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.
- 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.
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)
Ch.10 - Chemical Bonding I: The Lewis Model
