CHEMISTRY
2nd Edition
ISBN: 9781593995782
Author: OpenStax
Publisher: XANEDU PUBLISHING
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Textbook Question
Chapter 4, Problem 54E
In an accident, a solution containing 2.5 kg of nitric acid was spilled. Two kilograms of
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Complete the following table. The only density needed is already given. Show your
calculations in a neat and easy-to-follow manner in the space below the table. All units
should be included and significant figures should be given close attention. Be sure to notice
that the amount of material should be in millimoles rather than moles, and the theoretical
mass of the product should in milligrams rather than grams.
LOCH 3
+
H2SO4
HNO 3
O=C-OCH 3
NO2
x
H₂O
F.W.
4.0 mL 1.3 M
amount
0.50 mL
in H2SO4
mg Theoretical
Theoretical
mmoles
density
1.09
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?
Chapter 4 Solutions
CHEMISTRY
Ch. 4 - What does it mean to say an equation is balanced?...Ch. 4 - Consider molecular, complete ionic, and net ionic...Ch. 4 - Balance the following equations: (a)...Ch. 4 - Balance the following equations: (a)...Ch. 4 - Write a balanced molecular equation describing...Ch. 4 - Write a balanced equation describing each of the...Ch. 4 - Colorful fireworks often involve the decomposition...Ch. 4 - Fill in the blank with a single chemical formula...Ch. 4 - Aqueous hydrogen fluoride (hydrofluoric acid) is...Ch. 4 - A novel process for obtaining magnesium from sea...
Ch. 4 - From the balanced molecular equations, write the...Ch. 4 - Use the following equations to answer the next...Ch. 4 - Indicate what type, or types, of reaction each of...Ch. 4 - Indicate what type, or types, of reaction each of...Ch. 4 - Silver can be separated from gold because silver...Ch. 4 - Determine the oxidation states of the elements in...Ch. 4 - Determine the oxidation states of the elements in...Ch. 4 - Determine the oxidation states of the elements in...Ch. 4 - Classify the following as acid-base reactions or...Ch. 4 - Identify the atoms that are oxidized and reduced,...Ch. 4 - Complete and balance the following acid-base...Ch. 4 - Complete and balance the following acid-base...Ch. 4 - Complete and balance the following...Ch. 4 - Complete and balance the following...Ch. 4 - Complete and balance the equations for the...Ch. 4 - When heated to 700—800 C, diamonds, which are pure...Ch. 4 - The military has experimented with lasers that...Ch. 4 - Write the molecular, total ionic, and net ionic...Ch. 4 - Great Lakes Chemical Company produces bromine,...Ch. 4 - In a common experiment in the general chemistry...Ch. 4 - Lithium hydroxide may be used to absorb carbon...Ch. 4 - Calcium propionate is sometimes added to bread to...Ch. 4 - Complete and balance the equations of the...Ch. 4 - Copper(II) sulfide is oxidized by molecular oxygen...Ch. 4 - Write balanced chemical equations for the...Ch. 4 - Calcium cyclamate Ca(C6H 11 NHSO3)2 is an...Ch. 4 - Complete and balance each of the following...Ch. 4 - Complete and balance each of the following...Ch. 4 - Balance each of the following equations according...Ch. 4 - Balance each of the following equations according...Ch. 4 - Balance each of the following equations according...Ch. 4 - Write the balanced equation, then outline the...Ch. 4 - Write the balanced equation, then outline the...Ch. 4 - Write the balanced equation, then outline the...Ch. 4 - Write the balanced equation, then outline the...Ch. 4 - H2 is produced by the reaction of 118.5 mL of a...Ch. 4 - Gallium chloride is formed by the reaction of 2.6...Ch. 4 - I2 is produced by the reaction of 0.4235 mol of...Ch. 4 - Silver is often extracted from ores such as...Ch. 4 - What mass of silver oxide, Ag2O, is required to...Ch. 4 - Carborundum is silicon carbide, SiC, a very hard...Ch. 4 - Automotive air bags inflate when a sample of...Ch. 4 - Urea, CO( NH2)2, is manufactured on a large scale...Ch. 4 - In an accident, a solution containing 2.5 kg of...Ch. 4 - A compact car gets 37.5 miles per gallon on the...Ch. 4 - What volume of 0.750 M hydrochloric acid solution...Ch. 4 - What volume of a 0.2089 M Kl solution contains...Ch. 4 - A mordant is a substance that combines with a dye...Ch. 4 - The toxic pigment called white lead, Pb3(OH)2(...Ch. 4 - The following quantities are placed in a...Ch. 4 - What is the limiting reactant in a reaction that...Ch. 4 - Which of the postulates of Dalton’s atomic theory...Ch. 4 - A student isolated 25 g of a compound following a...Ch. 4 - A sample of 0.53 g of carbon dioxide was obtained...Ch. 4 - Freon-12, CCl2F2, is prepared from CCl4 by...Ch. 4 - Citric acid, C6H5CH3, a component of jams,...Ch. 4 - Toluene, C6H5CH3, is oxidized by air under...Ch. 4 - In a laboratory experiment, the reaction of 3.0...Ch. 4 - Outline the steps needed to solve the following...Ch. 4 - Outline the steps needed to determine the limiting...Ch. 4 - Outline the steps needed to determine the limiting...Ch. 4 - What is the limiting reactant when 1.50 g of...Ch. 4 - Uranium can be isolated from its ores by...Ch. 4 - How many molecules of C2H4Cl2 can be prepared from...Ch. 4 - How many molecules of the sweetener saccharin can...Ch. 4 - The phosphorus pentoxide used to produce...Ch. 4 - Would you agree to buy 1 trillion...Ch. 4 - What volume of 0.0105-M HBr solution is required...Ch. 4 - Titration of a 20.0-mL sample of acid rain...Ch. 4 - What is the concentration of NaCl in a solution if...Ch. 4 - In a common medical laboratory determination of...Ch. 4 - Potatoes can be peeled commercially by soaking...Ch. 4 - A sample of gallium bromide, GaBr3, weighing 0....Ch. 4 - The principal component of mothballs is...Ch. 4 - A 0.025-g sample of a compound composed of boron...Ch. 4 - Sodium bicarbonate (baking soda), NaHCO3, can be...Ch. 4 - What volume of 0.600 M HCl is required to react...Ch. 4 - What volume of 0.08892 M HNO3 is required to react...Ch. 4 - What volume of a 0.3300-M solution of sodium...Ch. 4 - What volume of a 0.00945-M solution of potassium...Ch. 4 - A sample of solid calcium hydroxide, Ca(OH)2, is...Ch. 4 - What mass of Ca(OH)2 will react with 25.0 g of...Ch. 4 - How many milliliters of a 0.1500-M solution of KOH...Ch. 4 - Potassium acid phthalate, KNaC8H4O4, or KHP, is...Ch. 4 - The reaction of WCl6 with Al at ~400 C gives black...
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- 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?arrow_forwardSynthesis 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_forward
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- Sodium 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_forwardAspirin 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_forward
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