Chemistry & Chemical Reactivity
10th Edition
ISBN: 9781337399074
Author: John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher: Cengage Learning
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Textbook Question
Chapter 8, Problem 83GQ
Dihydroxyacetone is a component of quick-tanning lotions. (It reacts with the amino acids in the upper layer of skin and colors them brown in a reaction similar to that occurring when food is browned as it cooks.)
- (a) Use bond dissociation enthalpies to estimate the enthalpy change for the following reaction. Is the reaction exothermic or endothermic?
- (b) Are dihydroxyacetone and acetone polar molecules?
- (c) A proton (H+) can be removed from a molecule of dihydroxyacetone with strong bases (which is in part what happens in the tanning reaction). Which H atoms are the most positive.
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Students have asked these similar questions
(a) Compare the bond enthalpies (Table 8.3) of the carbon–carbon single, double, and triple bonds to deduce an averageπ -bond contribution to the enthalpy. What fraction ofa single bond does this quantity represent? (b) Make a similarcomparison of nitrogen–nitrogen bonds. What do youobserve? (c) Write Lewis structures of N2H4, N2H2, and N2,and determine the hybridization around nitrogen in eachcase. (d) Propose a reason for the large difference in yourobservations of parts (a) and (b).
A.) What is the heat of reaction, ΔH°?
CO2(g) + H2O(l) à H2CO3(aq)
–20.2 kJ mol–1
–1379 kJ mol–1
–592 kJ mol–1
B.)
What is the average bond energy in CO2?
CO2(g) ΔH°f, = –393.5 kJ mol–1
CO(g) ΔH°f, = –110.5 kJ mol–1
C(g) ΔH°f, = +715 kJ mol–1
CO32–(aq) ΔH°f, = –676.3 kJ mol–1
O(g) ΔH°f, = +249.0 kJ mol–1
207 kJ mol–1
1607 kJ mol–1
804 kJ mol–1
Given the following bond energies (BE):
Bond BE (kJ/mol)
C─H 415
O─H 467
O═O 498
C═O 799
Calculate the enthalpy change (in kJ) for the following combustion reaction:
CH4(g) + 2O2(g) --> CO2(g) + 2H2O(g)
(A) 810
(B) -810
(C) -923
(D) 923
Chapter 8 Solutions
Chemistry & Chemical Reactivity
Ch. 8.2 - Draw Lewis electron dot structures for CH3Cl...Ch. 8.2 - Prob. 8.2CYUCh. 8.2 - Prob. 8.3CYUCh. 8.2 - Prob. 8.4CYUCh. 8.3 - Prob. 8.5CYUCh. 8.4 - Draw resonance structures for the bicarbonate ion,...Ch. 8.5 - Sketch the Lewis structures for CIF2+ and CIF2....Ch. 8.6 - What is the shape of the dichloromethane (CH2C12)...Ch. 8.6 - Give the electron-pair geometry and molecular...Ch. 8.6 - Draw the Lewis structure for lCl2, and then decide...
Ch. 8.7 - For each of the following pairs of bonds, decide...Ch. 8.7 - Draw the resonance structures for SCN. What are...Ch. 8.8 - For each of the following molecules, decide...Ch. 8.8 - The electrostatic potential surface for SOCl2 is...Ch. 8.9 - Using the bond dissociation enthalpies in Table...Ch. 8.10 - Prob. 1.1ACPCh. 8.10 - Do any of the atoms in an ibuprofen molecule have...Ch. 8.10 - What is the most polar bond in the molecule?
Ch. 8.10 - Prob. 1.4ACPCh. 8.10 - Prob. 1.5ACPCh. 8.10 - Prob. 1.6ACPCh. 8.10 - Are there any 120° bond angles in ibuprofen? Any...Ch. 8.10 - Prob. 1.8ACPCh. 8.10 - Prob. 2.2ACPCh. 8.10 - Calculate the difference in electronegativity...Ch. 8.10 - Predict the bond dissociation enthalpy for a...Ch. 8.10 - Prob. 3.3ACPCh. 8 - Give the periodic group number and number of...Ch. 8 - Give the periodic group number and number of...Ch. 8 - For elements in Groups 4A-7A of the periodic...Ch. 8 - Prob. 4PSCh. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Show all possible resonance structures for each of...Ch. 8 - Show all possible resonance structures for each of...Ch. 8 - Prob. 11PSCh. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Determine the formal charge on each atom in the...Ch. 8 - Determine the formal charge on each atom in the...Ch. 8 - Determine the formal charge on each atom in the...Ch. 8 - Determine the formal charge on each atom in the...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Prob. 18PSCh. 8 - Prob. 19PSCh. 8 - The following molecules or ions all have three...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Draw a Lewis structure for each of the following...Ch. 8 - Give approximate values for the indicated bond...Ch. 8 - Give approximate values for the indicated bond...Ch. 8 - Phenylalanine is one of the natural amino acids...Ch. 8 - Acetylacetone has the structure shown here....Ch. 8 - For each pair of bonds, indicate the more polar...Ch. 8 - For each of the bonds listed below, tell which...Ch. 8 - Urea, (NH2)2CO, is used in plastics and...Ch. 8 - Considering both formal charges and bond...Ch. 8 - Considering both formal charge and bond...Ch. 8 - Three resonance structures are possible for...Ch. 8 - Three resonance structures are possible for the...Ch. 8 - Compare the electron dot structures of the...Ch. 8 - Compare the electron dot structures of the...Ch. 8 - The chemistry of the nitrite ion and HNO2: (a) Two...Ch. 8 - Draw the resonance structures for the formate ion,...Ch. 8 - Prob. 39PSCh. 8 - Consider the following molecules: (a) CH4 (b)...Ch. 8 - Which of the following molecules is(are) polar?...Ch. 8 - Prob. 42PSCh. 8 - Give the bond order for each bond in the following...Ch. 8 - Prob. 44PSCh. 8 - In each pair of bonds, predict which is shorter....Ch. 8 - In each pair of bonds, predict which is shorter....Ch. 8 - Prob. 47PSCh. 8 - Compare the carbon-oxygen bond lengths in the...Ch. 8 - Consider the carbon-oxygen bond in formaldehyde...Ch. 8 - Compare the nitrogen-nitrogen bond in hydrazine,...Ch. 8 - Ethanol can be made by the reaction of ethylene...Ch. 8 - Methanol can be made by partial oxidation of...Ch. 8 - Hydrogenation reactions, which involve the...Ch. 8 - Phosgene, Cl2CO, is a highly toxic gas that was...Ch. 8 - The compound oxygen difluoride is quite reactive,...Ch. 8 - Oxygen atoms can combine with ozone to form...Ch. 8 - Prob. 57GQCh. 8 - Prob. 58GQCh. 8 - Which of the following compounds or ions do not...Ch. 8 - Prob. 60GQCh. 8 - Draw resonance structures for the formate ion,...Ch. 8 - Prob. 62GQCh. 8 - Prob. 63GQCh. 8 - What is the principle of electroneutrality? Use...Ch. 8 - Prob. 65GQCh. 8 - Draw resonance structures for the SO2 molecule,...Ch. 8 - What are the orders of the NO bonds in NO2 and...Ch. 8 - Which has the greater ONO bond angle, NO2 or NO2+?...Ch. 8 - Compare the FClF angles in CIF2+ and ClF2. Using...Ch. 8 - Draw an electron dot structure for the cyanide...Ch. 8 - Draw the electron dot structure for the sulfite...Ch. 8 - Dinitrogen monoxide, N2O, can decompose to...Ch. 8 - The equation for the combustion of gaseous...Ch. 8 - The cyanate ion, OCN, has the least...Ch. 8 - Vanillin is the flavoring agent in vanilla extract...Ch. 8 - Explain why (a) XeF2 has a linear molecular...Ch. 8 - The formula for nitryl chloride is ClNO2 (in which...Ch. 8 - Hydroxyproline is a less-common amino acid. (a)...Ch. 8 - Amides are an important class of organic...Ch. 8 - Prob. 81GQCh. 8 - The molecule shown here. 2-furylmelhanethiol, is...Ch. 8 - Dihydroxyacetone is a component of quick-tanning...Ch. 8 - It is possible to draw three resonance structures...Ch. 8 - Acrolein is used to make plastics. Suppose this...Ch. 8 - Molecules in space: (a) In addition to molecules...Ch. 8 - 1,2-Dichloroethylene can be synthesized by adding...Ch. 8 - The molecule pictured below is epinephrine, a...Ch. 8 - You are doing an experiment in the laboratory and...Ch. 8 - Prob. 90ILCh. 8 - A paper published in the research Journal Science...Ch. 8 - Uracil is one of the bases in RNA, a close...Ch. 8 - Guanine is present in both DNA and RNA. (a) What...Ch. 8 - Prob. 94ILCh. 8 - Prob. 95SCQCh. 8 - Prob. 96SCQCh. 8 - Bromine-containing species play a role in...Ch. 8 - Acrylamide, H2C=CHCONH2, is a known neurotoxin and...
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