Chemistry
3rd Edition
ISBN: 9780073402734
Author: Julia Burdge
Publisher: MCGRAW-HILL HIGHER EDUCATION
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Chapter 15, Problem 22QP
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Complete the mechanism for the E1 reaction below by following the directions written above each of the five boxes. Be sure to include lone pair
electrons and nonzero formal charges.
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1 Provide the missing curved arrow notation.
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Heating an alcohol in the presence of sulfuric or phosphoric acid will cause a dehydration to occur: the removal of the elements of water from a
molecule, forming an alkene. The reaction usually follows an E1 mechanism. The SN1 pathway is suppressed by using a strong acid whose conjugate
base is a poor nucleophile. Further, heating the reaction mixture causes a greater increase in the rate of E1 compared to the rate of Sy1.
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Draw curved arrow(s) to show how the alcohol reacts with phosphoric acid.
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Draw the major organic product with the correct geometry.
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Please draw all four bonds at chiral centers.
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Chapter 15 Solutions
Chemistry
Ch. 15.1 - Practice Problem ATTEMPT
In an analysis of the...Ch. 15.1 - Prob. 1PPBCh. 15.1 - Practice Problem CONCEPTUALIZE
Consider the...Ch. 15.2 - Practice ProblemATTEMPT Write the reaction...Ch. 15.2 - Practice Problem BUILD
Write the equation for the...Ch. 15.2 - Practice ProblemCONCEPTUALIZE In principle, in the...Ch. 15.2 - Select the correct equilibrium expression for the...Ch. 15.2 - Prob. 2CPCh. 15.3 - Practice Problem ATTEMPT Write equilibrium...Ch. 15.3 - Practice Problem BUILD
Which of the following...
Ch. 15.3 - Prob. 1PPCCh. 15.3 - Prob. 1CPCh. 15.3 - Prob. 2CPCh. 15.3 - Given the following information: HF ( a q ) ⇄ H +...Ch. 15.3 - Prob. 4CPCh. 15.4 - Practice ProblemATTEMPT The following reactions...Ch. 15.4 - Practice Problem BUILD
The equation represents a...Ch. 15.4 - Practice ProblemCONCEPTUALIZE Consider a chemical...Ch. 15.4 - Use the following information to answer questions...Ch. 15.4 - Prob. 2CPCh. 15.4 - 15.4.3 If for the reaction at a certain...Ch. 15.4 - If K c = 3 for the reaction X + 2Y ⇄ Z at a...Ch. 15.5 - Practice ProblemATTEMPT Write K? expressions for (...Ch. 15.5 - Prob. 1PPBCh. 15.5 - Prob. 1PPCCh. 15.5 - Prob. 1CPCh. 15.5 - Prob. 2CPCh. 15.5 - Prob. 3CPCh. 15.5 - Prob. 4CPCh. 15.5 - Prob. 5CPCh. 15.5 - Prob. 6CPCh. 15.6 - Practice Problem ATTEMPT
For the reaction:
....Ch. 15.6 - Practice ProblemBUILD K p = 2.79 × 10 − 5 for the...Ch. 15.6 - Practice Problem CONCEPTUALIZE
Consider the...Ch. 15.7 - Prob. 1PPACh. 15.7 - Prob. 1PPBCh. 15.7 - Prob. 1PPCCh. 15.8 - Practice ProblemATTEMPT Calculate the equilibrium...Ch. 15.8 - Practice ProblemBUILD Determine the initial...Ch. 15.8 - Practice Problem CONCEPTUALIZE
Consider the...Ch. 15.9 - Prob. 1PPACh. 15.9 - Prob. 1PPBCh. 15.9 - Prob. 1PPCCh. 15.10 - Practice ProblemATTEMPT Aqueous hydrocyanic acid...Ch. 15.10 - Practice Problem BUILD Consider a weak acid, HA,...Ch. 15.10 - Practice ProblemCONCEPTUALIZE Each of the...Ch. 15.11 - Practice Problem ATTEMPT Determine the equilibrium...Ch. 15.11 - Prob. 1PPBCh. 15.11 - Prob. 1PPCCh. 15.12 - Practice ProblemATTEMPT For each change indicated,...Ch. 15.12 - Prob. 1PPBCh. 15.12 - Practice ProblemCONCEPTUALIZE Consider the...Ch. 15.13 - Practice Problem ATTEMPT
For each reaction,...Ch. 15.13 - Practice Problem BUILD
For the following...Ch. 15.13 - Practice Problem CONCEPTUALIZE
Consider the...Ch. 15.14 - Practice Problem ATTEMPT
The reaction of carbon...Ch. 15.14 - Practice Problem BUILD
Consider the hypothetical...Ch. 15.14 - Practice Problem CONCEPTUALIZE
The decomposition...Ch. 15 - The K a for hydrocyanic acid ( HCN ) is 4 .9 × 10...Ch. 15 - 15.2
Determine the concentrations of in a...Ch. 15 - 15.3
Determine the for a weak acid if a 0.10-M...Ch. 15 - Prob. 4KSPCh. 15 - Define equilibrium. Give two examples of a dynamic...Ch. 15 - 15.2 Which of the following statements is correct...Ch. 15 - 15.3 Consider the reversible reaction Explain how...Ch. 15 - What is the law of mass action?Ch. 15 - Briefly describe the importance of equilibrium in...Ch. 15 - Define reaction quotient. How does it differ from...Ch. 15 - Write reaction quotients for the following...Ch. 15 - Write the equation for the reaction that...Ch. 15 - Consider the reaction: 2NO ( g ) + 2H 2 ( g ) ⇄ N...Ch. 15 - The equilibrium constant for the reaction: 2SO 2 (...Ch. 15 - Consider the following equilibrium process at...Ch. 15 - The equilibrium constant for the reaction: 2 H 2 (...Ch. 15 - The first diagram represents a system at...Ch. 15 - Prob. 14QPCh. 15 - Define homogeneous equilibrium and heterogeneous...Ch. 15 - What do the symbols K c and K p represent?Ch. 15 - Write the expressions for the equilibrium...Ch. 15 - Write equilibrium constant expressions for K c ,...Ch. 15 - Write the equilibrium constant expressions for K c...Ch. 15 - 15.20 Write the equation relating to , and define...Ch. 15 - 15.21 The equilibrium constant () for the...Ch. 15 - What is K p at 1273°C for the reaction 2CO ( g ) +...Ch. 15 - 15.23 The equilibrium constant for the...Ch. 15 - 15.24 Consider the reaction:
If the equilibrium...Ch. 15 - 15.25 A reaction vessel contains at equilibrium...Ch. 15 - 15.26 The equilibrium constant Kc for the...Ch. 15 - At equilibrium, the pressure of the reacting...Ch. 15 - The equilibrium constant K p for the reaction: PCl...Ch. 15 - Ammonium carbamate ( NH 4 CO 2 NH 2 ) decomposes...Ch. 15 - The following equilibrium constants were...Ch. 15 - 15.31 At a certain temperature, the following...Ch. 15 - 15.32 Pure phosgene gas , was placed in a 1.50-L...Ch. 15 - Consider the equilibrium: 2 NOBr( g ) ⇄ 2 NO( g...Ch. 15 - The following equilibrium constants have been...Ch. 15 - 15.35 The following equilibrium constants have...Ch. 15 - 15.36 The equilibrium constant for the reaction at...Ch. 15 - The following diagrams represent the equilibrium...Ch. 15 - 15.38 Outline the steps for calculating the...Ch. 15 - 15.39 The equilibrium constant K? for the...Ch. 15 - 15.40 For the synthesis of ammonia:
the...Ch. 15 - For the reaction: H 2 ( g ) + CO 2 ( g ) ⇄ H 2 O (...Ch. 15 - At 1000 K, a sample of pure NO, gas decomposes:...Ch. 15 - The equilibrium constant K c for the reaction H 2...Ch. 15 - The dissociation of molecular iodine into iodine...Ch. 15 - The equilibrium constant Kc for the decomposition...Ch. 15 - 15.46 Consider the following equilibrium process...Ch. 15 - 15.47 Consider the heterogeneous equilibrium...Ch. 15 - The equilibrium constant K c for the reaction: H 2...Ch. 15 - The aqueous reaction: L-glutamate + pyruvate ⇄...Ch. 15 - 15.50 Explain Le Châtelier’s principle. How does...Ch. 15 - Use Le Chatelier's principle to explain why the...Ch. 15 - 15.52 List four factors that can shift the...Ch. 15 - Does the addition of a catalyst have any effects...Ch. 15 - 15.54 Consider the following equilibrium system...Ch. 15 - 15.55 Heating solid sodium bicarbonate in a closed...Ch. 15 - 15.56 Consider the following equilibrium...Ch. 15 - 15.57 What effect does an increase in pressure...Ch. 15 - Prob. 58QPCh. 15 - Consider the following equilibrium process: PCl 5...Ch. 15 - Consider the reaction: 2SO 2 ( g ) ⇄ 2 SO 3 ( g )...Ch. 15 - In the uncatalyzed reaction: N 2 O 4 ( g ) ⇄ 2 NO...Ch. 15 - 15.62 Consider the gas-phase reaction:
Predict...Ch. 15 - Consider the following equilibrium reaction in a...Ch. 15 - 15.64 The following diagrams show the reaction at...Ch. 15 - 15.65 The following diagrams show an equilibrium...Ch. 15 - 15.66 Consider the reaction . The first diagram...Ch. 15 - Prob. 67APCh. 15 - Consider the equilibrium system 3A → B . Sketch...Ch. 15 - Baking soda (sodium bicarbonate) undergoes thermal...Ch. 15 - Consider the following reaction at equilibrium: A...Ch. 15 - Prob. 71APCh. 15 - 15.72 Consider the following reacting...Ch. 15 - 15.73 At a certain temperature and a total...Ch. 15 - The decomposition of ammonium hydrogen sulfide: N...Ch. 15 - 15.75 Consider the following reaction at a certain...Ch. 15 - When heated, ammonium carbamate decomposes as...Ch. 15 - A mixture of 0 .47 mole of H2 and 3 .59 moles of...Ch. 15 - When heated at high temperatures, iodine vapor...Ch. 15 - 15.79 One mole of and three moles of are placed...Ch. 15 - At 1130°C , the equilibrium constant ( K c ) for...Ch. 15 - For the purpose of determining K p using Equation...Ch. 15 - The following diagram represents a gas-phase...Ch. 15 - 15.83 Consider the following reaction at
When...Ch. 15 - 15.84 A quantity of 0.20 mole of carbon dioxide...Ch. 15 - 15.85 When dissolved in water, glucose (com sugar)...Ch. 15 - 15 86 At room temperature, solid iodine is in...Ch. 15 - 15.87 A student placed a few ice cubes in a...Ch. 15 - 15.88 A mixture containing 3.9 moles of and 0.88...Ch. 15 - 15.89 The equilibrium constant for the...Ch. 15 - When heated, a gaseous compound A dissociates as...Ch. 15 - 15.91 When a gas was heated under atmospheric...Ch. 15 - Prob. 92APCh. 15 - A sealed glass bulb contains a mixture of NO 2 and...Ch. 15 - At 20°C , the vapor pressure of water is 0.0231...Ch. 15 - A 2.50-mol sample of NOCl was initially in a...Ch. 15 - 15.96 About 75 percent of hydrogen for industrial...Ch. 15 - Water is a very weak electrolyte that undergoes...Ch. 15 - 15.98 Consider the following reaction, which takes...Ch. 15 - The equilibrium constant Kc for the reaction: 2NH...Ch. 15 - At 25°C, a mixture of NO 2 and N 2 O 4 gases are...Ch. 15 - 15.101 Consider the reaction between and in a...Ch. 15 - In 1899 the German chemist Ludwig Mond developed a...Ch. 15 - For which of the following reactions is K c equal...Ch. 15 - The equilibrium constant K p for the following...Ch. 15 - At 1024°C, , the pressure of oxygen gas from the...Ch. 15 - 15.06 The equilibrium constant for the following...Ch. 15 - 15.107 Industrially, sodium metal is obtained by...Ch. 15 - Consider the equilibrium reaction described in...Ch. 15 - The K p for the reaction: SO 2 Cl 2 ( g ) ⇄ SO 2 (...Ch. 15 - The "boat" form and the “chair" form of...Ch. 15 - A quantity of 6.75 g of SO 2 Cl 2 was placed in a...Ch. 15 - 15.112 Industrial production of ammonia from...Ch. 15 - 15.113 The equilibrium constant for the formation...Ch. 15 - Consider the reaction: 2NO( g )+ O 2 ( g ) ⇄ 2N O...Ch. 15 - The formation of SO 3 from SO 2 and O 2 is an...Ch. 15 - At 25°C , the equilibrium partial pressures of N O...Ch. 15 - 15.117 The vapor pressure of mercury is 0.0020...Ch. 15 - 15.118 Both ' and are important biological ions....Ch. 15 - Photosynthesis can be represented by: 6C O 2 ( g...Ch. 15 - Consider the decomposition of ammonium chloride at...Ch. 15 - 15.121 Eggshells are composed mostly of calcium...Ch. 15 - In the gas phase, nitrogen dioxide is actually a...Ch. 15 - Consider the potential-energy diagrams for two...Ch. 15 - Iodine is sparingly soluble in water but much more...Ch. 15 - The dependence of the equilibrium constant of a...Ch. 15 - Lime ( CaO ) is used to prevent SO 2 from escaping...Ch. 15 - Lime is used to prevent from escaping from the...Ch. 15 - Lime ( CaO ) is used to prevent SO 2 from escaping...Ch. 15 - Lime ( CaO ) is used to prevent SO 2 from escaping...
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- Heating an alcohol in the presence of sulfuric or phosphoric acid will cause a dehydration to occur: the removal of the elements of water from a molecule, forming an alkene. The reaction usually follows an E1 mechanism. The SN1 pathway is suppressed by using a strong acid whose conjugate base is a poor nucleophile. Further, heating the reaction mixture causes a greater increase in the rate of E1 compared to the rate of S№1. 2nd attempt 0 See Periodic Table See Hint Draw the organic intermediate from the first step (no byproducts) and draw curved arrow(s) to show how it reacts. TH +11: 1st attempt Feedback H H H C F F See Periodic Table See Hintarrow_forwardThis molecule undergoes an E1 mechanism when stirred in methanol. 3rd attempt CH₂OH CH₂OH 6148 O See Periodic Table. See Hint Draw 3 chemical species including formal charges and lone pairs of electrons. Add the missing curved arrow notation. H N O O SA 3 Br Iarrow_forwardComplete the mechanism for the E1 reaction below by following the directions written above each of the five boxes. Be sure to include lone pair electrons and nonzero formal charges. 1st attempt Y 0 + Provide the missing curved arrow notation. 01: See Periodic Table See Hint H C Br Iarrow_forward
- Please help answer number 2. Thanks in advance.arrow_forwardHow do I explain this? Thank you!arrow_forwardWhen an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 40 0 DEPT 135 T 200 160 120 80 40 0 Draw the unknown amide. Select Dow Templates More Fragearrow_forward
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- Give the product of the bimolecular elimination from each of the isomeric halogenated compounds. Reaction A Reaction B. КОВ CH₂ HotBu +B+ ко HOIBU +Br+ Templates More QQQ Select Cv Templates More Cras QQQ One of these compounds undergoes elimination 50x faster than the other. Which one and why? Reaction A because the conformation needed for elimination places the phenyl groups and to each other Reaction A because the conformation needed for elimination places the phenyl groups gauche to each other. ◇ Reaction B because the conformation needed for elimination places the phenyl groups gach to each other. Reaction B because the conformation needed for elimination places the phenyl groups anti to each other.arrow_forwardFive isomeric alkenes. A through each undergo catalytic hydrogenation to give 2-methylpentane The IR spectra of these five alkenes have the key absorptions (in cm Compound Compound A –912. (§), 994 (5), 1643 (%), 3077 (1) Compound B 833 (3), 1667 (W), 3050 (weak shoulder on C-Habsorption) Compound C Compound D) –714 (5), 1665 (w), 3010 (m) 885 (3), 1650 (m), 3086 (m) 967 (5), no aharption 1600 to 1700, 3040 (m) Compound K Match each compound to the data presented. Compound A Compound B Compound C Compound D Compoundarrow_forward7. The three sets of replicate results below were accumulated for the analysis of the same sample. Pool these data to obtain the most efficient estimate of the mean analyte content and the standard deviation. Lead content/ppm: Set 1 Set 2 Set 3 1. 9.76 9.87 9.85 2. 9.42 9.64 9.91 3. 9.53 9.71 9.42 9.81 9.49arrow_forward
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