Chemistry: Structure and Properties
1st Edition
ISBN: 9780321834683
Author: Nivaldo J. Tro
Publisher: PEARSON
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Textbook Question
Chapter 8, Problem 48E
Consider the reaction:
Each of the molecular diagrams represents an initial mixture of the reactants. How many
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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 8 Solutions
Chemistry: Structure and Properties
Ch. 8 - What are the correct coefficients (reading from...Ch. 8 - Prob. 2SAQCh. 8 - Prob. 3SAQCh. 8 - For the reaction shown here, 3.5 mol A is mixed...Ch. 8 - Manganese(IV) oxide reacts with aluminum to form...Ch. 8 - Sodium and chlorine react to form sodium chloride....Ch. 8 - Sulfur and fluorine react to form sulfur...Ch. 8 - A reaction has a theoretical yield of 45.8 g. When...Ch. 8 - Prob. 9SAQCh. 8 - Solid potassium chlorate (KCIO3) decomposes into...
Ch. 8 - Prob. 1ECh. 8 - Prob. 2ECh. 8 - What is the difference between a physical change...Ch. 8 - What is the difference between a physical property...Ch. 8 - What is a balanced chemical equation?Ch. 8 - Why must chemical equations be balanced?Ch. 8 - What is reaction stoichiometry? What is the...Ch. 8 - In a chemical reaction, what is the limiting...Ch. 8 - In a chemical reaction, what is the theoretical...Ch. 8 - We typically calculate the percent yield using the...Ch. 8 - Prob. 11ECh. 8 - Prob. 12ECh. 8 - Write a general equation for the reaction of an...Ch. 8 - Prob. 14ECh. 8 - Classify each change as physical or chemical....Ch. 8 - Prob. 16ECh. 8 - Prob. 17ECh. 8 - Prob. 18ECh. 8 - Classify each of the listed properties of...Ch. 8 - Prob. 20ECh. 8 - Classify each property as physical or chemical the...Ch. 8 - Prob. 22ECh. 8 - Sulfuric acid (H2SO4) is a component of acid rain...Ch. 8 - Nitric acid (HNO3) is a component of acid rain...Ch. 8 - Prob. 25ECh. 8 - Prob. 26ECh. 8 - Write a balanced chemical equation for the...Ch. 8 - Write a balanced equation for the photosynthesis...Ch. 8 - Write a balanced chemical equation for each...Ch. 8 - Write a balanced chemical equation for each...Ch. 8 - Write a balanced chemical equation for the...Ch. 8 - Write a balanced chemical equation for the...Ch. 8 - Balance each chemical equation. CO2(g) + CaSiO3(s)...Ch. 8 - Balance each chemical equation. Na2S(aq) +...Ch. 8 - Prob. 35ECh. 8 - Consider the unbalanced equation for the...Ch. 8 - Calculate how many moles of NO2 form when each...Ch. 8 - Calculate how many moles of NH3 form when each...Ch. 8 - Consider the balanced equation: SiO2(s) + 3 C(s)...Ch. 8 - Consider the balanced equation: 2 N2H4(s) +...Ch. 8 - Hydrobromic acid (HBr) dissolves solid iron...Ch. 8 - Sulfuric acid (H2SO4) dissolves aluminum metal...Ch. 8 - For each of the reactions, calculate the mass (in...Ch. 8 - For each of the reactions, calculate the mass (in...Ch. 8 - For the following reaction, determine the limiting...Ch. 8 - Find the limiting reactant for each initial amount...Ch. 8 - Consider the reaction: HCl(g) + O2(g) 2 H2O(g) +...Ch. 8 - Consider the reaction: 2 CH 3 OH(g)+3 O 2 (g)2 CO...Ch. 8 - Calculate the theoretical yield of the product (in...Ch. 8 - Calculate the theoretical yield of product (in...Ch. 8 - Zinc sulfide reacts with oxygen according to the...Ch. 8 - Iron(ll) sulfide reacts with hydrochloric acid...Ch. 8 - For the reaction shown, calculate the theoretical...Ch. 8 - For the reaction shown, calculate the theoretical...Ch. 8 - Iron(lll) oxide reacts with carbon monoxide...Ch. 8 - Elemental phosphorus reacts with chlorine gas...Ch. 8 - Lead(ll) ions can be removed from solution with...Ch. 8 - Prob. 58ECh. 8 - Urea (CH4N2O) is a common fertilizer that is...Ch. 8 - Prob. 60ECh. 8 - Prob. 61ECh. 8 - Complete and balance each combustion reaction...Ch. 8 - Prob. 63ECh. 8 - Prob. 64ECh. 8 - Prob. 65ECh. 8 - Prob. 66ECh. 8 - Prob. 67ECh. 8 - Prob. 68ECh. 8 - Prob. 69ECh. 8 - Prob. 70ECh. 8 - Aspirin can be made in the laboratory by reacting...Ch. 8 - The combustion of liquid ethanol (C2H5OH) produces...Ch. 8 - Prob. 73ECh. 8 - Prob. 74ECh. 8 - Prob. 75ECh. 8 - An important reaction that takes place in a blast...Ch. 8 - A liquid fuel mixture contains 30.35% hexane...Ch. 8 - Titanium occurs in the magnetic mineral ilmenite...Ch. 8 - A mixture of C3H8 and C2H2 has a mass of 2.0 g. It...Ch. 8 - Prob. 80ECh. 8 - Lead poisoning is a serious condition resulting...Ch. 8 - Prob. 82ECh. 8 - Metallic aluminum reacts with MnO2 at elevated...Ch. 8 - Prob. 84ECh. 8 - Consider the reaction: 4K(s)+O2(g)2K2O(s) The...Ch. 8 - Prob. 86ECh. 8 - Consider the reaction:...
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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
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