Introductory Chemistry (6th Edition)
6th Edition
ISBN: 9780134302386
Author: Nivaldo J. Tro
Publisher: PEARSON
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Chapter 12, Problem 21E
Is the melting of ice endothermic or exothermic? What is the sign of
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Kumada Coupling:
1. m-Diisobutylbenzene below could hypothetically be synthesized by Friedel-Crafts reaction. Write out the reaction with a
mechanism and give two reasons why you would NOT get the desired product.
Draw the reaction (NOT a mechanism) for a Kumada coupling to produce the molecule above from m-dichlorobenzene.
Calculate the theoretical yield for the reaction in question 2 using 1.5 g of p-dichlorobenzene and 3.0 mL isobutyl bromide.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Wintergreen from Aspirin:
1. In isolating the salicylic acid, why is it important to press out as much of the water as possible?
2. Write the mechanism of the esterification reaction you did.
3.
What characteristic absorption band changes would you expect in the IR spectrum on going from aspirin to salicyclic acid and
then to methyl salicylate as you did in the experiment today? Give approximate wavenumbers associated with each functional
group change.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Synthesis of ZybanⓇ:
1. Write a mechanism for the bromination of m-chloropropiophenone.
Br₂
CH2Cl2
Cl
Br
2. Give the expected m/z (to a round number) for the molecular ion from the product above (including isotopic peaks).
3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Chapter 12 Solutions
Introductory Chemistry (6th Edition)
Ch. 12 - The first diagram shown here represents liquid...Ch. 12 - Prob. 2SAQCh. 12 - Prob. 3SAQCh. 12 - How many 20.0-g ice cubes are required to absorb...Ch. 12 - Prob. 5SAQCh. 12 - Prob. 6SAQCh. 12 - Prob. 7SAQCh. 12 - Prob. 8SAQCh. 12 - Prob. 9SAQCh. 12 - Prob. 10SAQ
Ch. 12 - Prob. 1ECh. 12 - Prob. 2ECh. 12 - What determines whether a substance is a solid,...Ch. 12 - 4. What are the properties of liquids? Explain the...Ch. 12 - 5. What are the properties of solids? Explain the...Ch. 12 - Prob. 6ECh. 12 - Prob. 7ECh. 12 - Prob. 8ECh. 12 - Prob. 9ECh. 12 - Why does a glass of water evaporate more slowly in...Ch. 12 - Prob. 11ECh. 12 - Prob. 12ECh. 12 - 13. Acetone evaporates more quickly than water at...Ch. 12 - Prob. 14ECh. 12 - Prob. 15ECh. 12 - Prob. 16ECh. 12 - 17. Explain why a steam burn from gaseous water at...Ch. 12 - Prob. 18ECh. 12 - Prob. 19ECh. 12 - Prob. 20ECh. 12 - Is the melting of ice endothermic or exothermic?...Ch. 12 - 22. Is the boiling of water endothermic or...Ch. 12 - Prob. 23ECh. 12 - Prob. 24ECh. 12 - 25. What is hydrogen bonding? How can you tell...Ch. 12 - Prob. 26ECh. 12 - Prob. 27ECh. 12 - Prob. 28ECh. 12 - Prob. 29ECh. 12 - Prob. 30ECh. 12 - Prob. 31ECh. 12 - 32. What is an atomic solid? What are the...Ch. 12 - Prob. 33ECh. 12 - Prob. 34ECh. 12 - Prob. 35ECh. 12 - Two samples of pure water of equal volume are put...Ch. 12 - Prob. 37ECh. 12 - Spilling water over your skin on a hot day will...Ch. 12 - Prob. 39ECh. 12 - Water is put into a beaker and heated with a...Ch. 12 - 41. Which causes a more severe burn: spilling 0.50...Ch. 12 - 42. The nightly winter temperature drop in a...Ch. 12 - Prob. 43ECh. 12 - Prob. 44ECh. 12 - 45. An ice chest is filled with 3.5 kg of ice at...Ch. 12 - Why does 50 g of water initially at 0 C warm more...Ch. 12 - In Denver, Colorado, water boils at 95. C....Ch. 12 - Prob. 48ECh. 12 - 49. How much heat is required to vaporize 33.8 g...Ch. 12 - How much heat is required to vaporize 43.9 g of...Ch. 12 - How much heat does your body lose when 2.8 g of...Ch. 12 - How much heat does your body lose when 4.86 g of...Ch. 12 - How much heat is emitted when 4.25 g of water...Ch. 12 - Prob. 54ECh. 12 - 55. The human body obtains 835 kJ of energy from a...Ch. 12 - 56. The human body obtains 1078 kJ from a candy...Ch. 12 - How much heat is required to melt 37.4 g of ice at...Ch. 12 - 58. How much heat is required to melt 23.9 g of...Ch. 12 - How much energy is released when 34.2 g of water...Ch. 12 - How much energy is released when 2.55 kg of...Ch. 12 - 61. How much heat is required to convert 2.55 g of...Ch. 12 - 62. How much heat is required to convert 5.88 g of...Ch. 12 - Prob. 63ECh. 12 - Prob. 64ECh. 12 - 65. What kinds of intermolecular forces are...Ch. 12 - Prob. 66ECh. 12 - Prob. 67ECh. 12 - What kinds of intermolecular forces are present in...Ch. 12 - Which substance has the highest boiling point?...Ch. 12 - Prob. 70ECh. 12 - One of these two substances is a liquid at room...Ch. 12 - Prob. 72ECh. 12 - 73. A flask containing a mixture of and is...Ch. 12 - 74. Explain why is a liquid at room temperature...Ch. 12 - Are CH3CH2CH2CH2CH3 and H2O miscible?Ch. 12 - Prob. 76ECh. 12 - Prob. 77ECh. 12 - 78. Determine whether a homogeneous solution forms...Ch. 12 - 79. Identify each solid as molecular, ionic, or...Ch. 12 - Prob. 80ECh. 12 - Identify each solid as molecular, ionic, or...Ch. 12 - Identify each solid as molecular, ionic, or...Ch. 12 - 83. Which solid has the highest melting point?...Ch. 12 - 84. Which solid has the highest melting point?...Ch. 12 - 85. For each pair of solids, determine which solid...Ch. 12 - For each pair of solids, determine which solid has...Ch. 12 - 87. List these substances in order of increasing...Ch. 12 - 88. List these substances in order of decreasing...Ch. 12 - 89. Ice actually has negative caloric content. How...Ch. 12 - Prob. 90ECh. 12 - An 8.5-g ice cube is placed into 255 g of water....Ch. 12 - A 14.7-g ice cube is placed into 324 g of water....Ch. 12 - 93. How much ice in grams would have to melt to...Ch. 12 - Prob. 94ECh. 12 - Prob. 95ECh. 12 - Prob. 96ECh. 12 - Draw a Lewis structure for each molecule and...Ch. 12 - Draw a Lewis structure for each molecule and...Ch. 12 - 99. The melting point of ionic solids depends on...Ch. 12 - Draw ionic Lewis structures for KF and CaO. Use...Ch. 12 - Prob. 101ECh. 12 - Prob. 102ECh. 12 - An ice cube at 0.00 C with a mass of 23.5 g is...Ch. 12 - Prob. 104ECh. 12 - Prob. 105ECh. 12 - Prob. 106ECh. 12 - Prob. 107ECh. 12 - Prob. 108ECh. 12 - Prob. 109QGWCh. 12 - Prob. 110QGWCh. 12 - Prob. 111QGWCh. 12 - Prob. 112QGWCh. 12 - Prob. 113DIA
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- Synthesis of Ibuprofen-Part 2: 1. Some pain relievers including ibuprofen (MotrinⓇ) and naproxen (Aleve®) are "α-arylpropanoic acids." Look up the structure of naproxen (AleveⓇ), another a-arylpropionic acid. Using the same reactions that we used for making ibuprofen, show how to make naproxen from the compound below. Show all intermediates and reagents in your synthesis. Show how you would prepare ibuprofen starting from p-isobutylbenzene rather than p-isobutylacetophenenone. What reaction steps would need to change/add? 3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardAcid Catalyzed Aromatization of Carvone: 1. Starting with the ketone, below, draw a mechanism for the reaction to give the phenol as shown. H2SO4 HO- H₂O 2. Why do we use CDCl instead of CHCl, for acquiring our NMR spectra? 3. Why does it not matter which enantiomer of carvone is used for this reaction? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardAssign this H NMRarrow_forward
- Please complete these blanks need that asaparrow_forwardNitration of Methyl Benzoate: 1. Predict the major product for the reaction below AND provide a mechanism. Include ALL resonance structures for the intermediate. C(CH3)3 NO₂* ? 2. Assuming the stoichiometry is 1:1 for the reaction above, what volume of concentrated nitric acid would be required to mononitrate 0.50 grams of the compound above? What product(s) might you expect if you nitrated phenol instead of methyl benzoate? Explain your reasoning. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardSodium Borohydride Reduction (continued on the next page): 1. Draw the product of each of the reactions below and give the formula mass to the nearest whole number. ? (1) NaBH (2) acid (1) NaBD4 (2) acid ? 2. In mass spectra, alcohols typically break as shown in equation 8 in chapter 11 (refer to your lab manual). The larger group is generally lost and this gives rise to the base peak in the mass spectrum. For the products of each of the reactions in question # 1, draw the ion corresponding to the base peak for that product and give its mass to charge ratio (m/z). 3. Given the reaction below, calculate how many mg of 1-phenyl-1-butanol that can be produced using 31 mg NaBH4 and an excess of butyrophenone. 4. + NaBH4 OH (after workup with dilute HCI) What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forward
- Aspirin from Wintergreen: 1. In isolating the salicylic acid, why is it important to press out as much of the water as possible? Write a step-by-step mechanism for the esterification of salicylic acid with acetic anhydride catalyzed by concentrated H₂SO4. 3. Calculate the exact monoisotopic mass of aspirin showing your work. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardSynthesis of Ibuprofen-Part 1: 1. What characteristic absorption band changes would you expect in the IR spectrum on going from p-isobutylacetophenone to 1-(4-isobutylphenyl)-ethanol and then to 1-(4-isobutylphenyl)-1-choroethane as you did in the experiment today? Give approximate wavenumbers associated with each functional group change. Given that the mechanism of the chlorination reaction today involves formation of a benzylic carbocation, explain why the following rearranged product is not formed. محرم محمد 3. Why do we use dilute HCl for the first step of the reaction today and concentrated HCI for the second step? What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?arrow_forwardAssign only the C NMRarrow_forward
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Solutions: Crash Course Chemistry #27; Author: Crash Course;https://www.youtube.com/watch?v=9h2f1Bjr0p4;License: Standard YouTube License, CC-BY