Chemistry & Chemical Reactivity
9th Edition
ISBN: 9781133949640
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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Chapter 8 Solutions
Chemistry & Chemical Reactivity
Ch. 8.2 - Draw Lewis electron dot structures for CH3Cl...Ch. 8.2 - Prob. 2CYUCh. 8.2 - Prob. 3CYUCh. 8.2 - Prob. 4CYUCh. 8.2 - Prob. 1RCCh. 8.2 - 2. Which one of the species in the list below is...Ch. 8.2 - Prob. 3RCCh. 8.2 - Prob. 4RCCh. 8.3 - Prob. 1CYUCh. 8.3 - 1. What is the formal charge of the P atom in the...
Ch. 8.4 - Draw resonance structures for the bicarbonate ion,...Ch. 8.4 - 1. For which of the following species, SO32−, NO+,...Ch. 8.4 - Prob. 2RCCh. 8.5 - Sketch the Lewis structures for CIF2+ and CIF2....Ch. 8.5 - Prob. 1QCh. 8.5 - Prob. 2QCh. 8.5 - Prob. 1RCCh. 8.5 - Prob. 2RCCh. 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. 8.6 - Prob. 4CYUCh. 8.6 - Which of the following species has...Ch. 8.6 - Prob. 2RCCh. 8.6 - What is the approximate ClCCl bond angle in...Ch. 8.6 - 4. What is the molecular geometry of N2O (where...Ch. 8.7 - Draw the resonance structures for SCN. What are...Ch. 8.7 - For each of the following molecules, decide...Ch. 8.7 - Prob. 1RCCh. 8.7 - 2. Which of the following best describes the...Ch. 8.7 - Three resonance forms can be drawn for the...Ch. 8.8 - The electrostatic potential surface for SOCl2 is...Ch. 8.8 - Using the bond dissociation enthalpies in Table...Ch. 8.8 - Prob. 1RCCh. 8.8 - Prob. 2RCCh. 8.9 - 1. Which of the following species has the longest...Ch. 8.9 - 2. Which of the following species has the largest...Ch. 8.9 - 3. Use bond dissociation enthalpies to estimate...Ch. 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 - Prob. 93SCQCh. 8 - Prob. 94SCQCh. 8 - Bromine-containing species play a role in...Ch. 8 - Acrylamide, H2C=CHCONH2, is a known neurotoxin and...
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- Explain the decomposition of nitroglycerin in terms of relative bond enthalpies.arrow_forwardhat is the enthalpy change for a process? Is enthalpy a state function? In what experimental apparatus are enthalpy changes measured?arrow_forwardWrite all resonance structures of chlorobenzene, C6H5Cl, a molecule with the same cyclic structure as benzene. In all structures, keep the CCl bond as a single bond. Which resonance structures are the most important?arrow_forward
- The reaction of quicklime, CaO, with water produces slaked lime, Ca(OH)2, which is widely used in the construction industry to make mortar and plaster. The reaction of quicklime and water is highly exothermic: CaO(s)+H2O(l)Ca(OH)2(s)H=350kJmol1 (a) What is the enthalpy of reaction per gram of quicklime that reacts?. (b) How much heat, in kilojoules, is associated with the production of 1 ton of slaked lime?arrow_forward1. Calculate the enthalpy of the following reactionarrow_forwardExplain, using Lewis symbols and the octet rule, whyneon is so nonreactive.arrow_forward
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- Acetylene 1C2H22 and nitrogen 1N22 both contain a triplebond, but they differ greatly in their chemical properties.(a) Write the Lewis structures for the two substances. (b) Byreferring to Appendix C, look up the enthalpies of formationof acetylene and nitrogen. Which compound is more stable?(c) Write balanced chemical equations for the completeoxidation of N2 to form N2O51g2 and of acetylene to formCO21g2 and H2O1g2. (d) Calculate the enthalpy of oxidationper mole for N2 and for C2H2 (the enthalpy of formationof N2O51g2 is 11.30 kJ>mol). (e) Both N2 and C2H2 possesstriple bonds with quite high bond enthalpies (Table 8.3).Calculate the enthalpy of hydrogenation per mole for bothcompounds: acetylene plus H2 to make methane, CH4;nitrogen plus H2 to make ammonia, NH3.arrow_forwardThe resonance energy of benzene is?arrow_forwardWhich atom in the C-F bond has a partial negative charge (δ⁻)?arrow_forward
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