EBK STUDENT SOLUTIONS MANUAL TO ACCOMPA
7th Edition
ISBN: 9781119360902
Author: HYSLOP
Publisher: YUZU
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Textbook Question
Chapter 1, Problem 94RQ
An unknown liquid was found to have a density 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 1 Solutions
EBK STUDENT SOLUTIONS MANUAL TO ACCOMPA
Ch. 1 - Practice Exercise 1.1
What is the process of the...Ch. 1 - Practice Exercise 1.2
Classify the following as an...Ch. 1 - Practice Exercise 1.3
Each of the following can be...Ch. 1 - Practice Exercise 1.4
Each of these properties can...Ch. 1 - Prob. 5PECh. 1 - Prob. 6PECh. 1 - What is 355CinF? (Hint: What tool relates these...Ch. 1 - Convert 55F to its Celsius temperature. What...Ch. 1 - Prob. 9PECh. 1 - Perform the following calculations involving...
Ch. 1 - Practice Exercise 1.11
Use dimensional analysis to...Ch. 1 - Use dimensional analysis to perform the following...Ch. 1 - A 15.0 mL sample of polystyrene used in insulated...Ch. 1 - Practice Exercise 1.14
A crystal of salt was grown...Ch. 1 - A gold-colored metal object has a mass of 365 g...Ch. 1 - Practice Exercise 1.16
A certain metal alloy has a...Ch. 1 - Practice Exercise 1.17
Table wines have a minimum...Ch. 1 - Practice Exercise 1.18
Diabetes can cause a...Ch. 1 - After some thought, give two reasons why a course...Ch. 1 - What steps are involved in the scientific method?Ch. 1 - Prob. 3RQCh. 1 - Can a theory be proved to be correct? Can a theory...Ch. 1 - 1.5 Define matter. Which are examples of matter?...Ch. 1 - Define (a) element, (b) compound, (c) mixture, (d)...Ch. 1 - 1.7 Which kind of change, chemical or physical, is...Ch. 1 - Prob. 8RQCh. 1 - 1.9 What is the name of each of the following...Ch. 1 - For each of the following molecular pictures,...Ch. 1 - 1.11 Consider the following four samples of...Ch. 1 - 1.12 What is a physical change? What is a chemical...Ch. 1 - 1.13 “A sample of calcium (an electrically...Ch. 1 - 1.14 In places like Saudi Arabia, freshwater is...Ch. 1 - How does a chemical property differ from a...Ch. 1 - Distinguish between an extensive and an intensive...Ch. 1 - Determine whether each of the following is an...Ch. 1 - Describe one or more physical properties of each...Ch. 1 - Why must measurements always be written with a...Ch. 1 - What is the only SI base unit that includes a...Ch. 1 - Which SI units are mainly used in chemistry?Ch. 1 - What are derived units? Give two examples of...Ch. 1 - What is the meaning of each of the following...Ch. 1 - What reference points do we use in calibrating the...Ch. 1 - In each pair, which is larger: (a) A Fahrenheit...Ch. 1 - 1.26 Define the term significant figures.
Ch. 1 - Explain how to round numbers.Ch. 1 - What is the difference between accuracy and...Ch. 1 - 1.29 Suppose a length had been reported to be...Ch. 1 - What is the difference between the treatment of...Ch. 1 - When constructing a conversion factor between two...Ch. 1 - Suppose someone suggested using the fraction 3...Ch. 1 - In 1 hour there are 3600 seconds. By what...Ch. 1 - If you were to convert the measured length 4.165...Ch. 1 - 1.35 Write the equation that defines density....Ch. 1 - Compare density and specific gravity. What is the...Ch. 1 - 1.37 Give four sets of units for density. What...Ch. 1 - 1.38 Silver has a density of . Express this as an...Ch. 1 - Determine whether each of the following is a...Ch. 1 - 1.40 Determine whether each of the following is a...Ch. 1 - At room temperature, what is the state of each of...Ch. 1 - At room temperature, determine the appropriate...Ch. 1 - What number should replace the question mark in...Ch. 1 - 1.44 What numbers should replace the question...Ch. 1 - Perform the following conversions. (a) 57CtoF (b)...Ch. 1 - Perform the following conversions. (a) 98FtoC (b)...Ch. 1 - The temperature of the core of the sun is...Ch. 1 - Natural gas is mostly methane, a substance that...Ch. 1 - A healthy dog has a temperature ranging from...Ch. 1 - Prob. 50RQCh. 1 - The length of a wire was measured using two...Ch. 1 - What are the temperatures being measured in the...Ch. 1 - 1.53 How many significant figures do the following...Ch. 1 - How many significant figures do the following...Ch. 1 - 1.55 Perform the following arithmetic and round...Ch. 1 - 1.56 Perform the following arithmetic and round...Ch. 1 - Which are exact numbers and which ones have a...Ch. 1 - Prob. 58RQCh. 1 - 1.59 Perform the following conversions.
Ch. 1 - 1.60 Perform the following conversions.
Ch. 1 - 1.61 Perform the following conversions. If...Ch. 1 - 1.62 Perform the following conversions. If...Ch. 1 - 1.63 Perform the following conversions....Ch. 1 - Prob. 64RQCh. 1 - The human stomach can expand to hold up to 4.2...Ch. 1 - In the movie Cool Hand Luke (1967), Luke wagers...Ch. 1 - 1.67 The winds in a hurricane can reach almost 200...Ch. 1 - 1.68 A bullet is fired at a speed of 2435 ft/s....Ch. 1 - 1.69 A bullet leaving the muzzle of a pistol was...Ch. 1 - 1.70 On average, water flows over Niagara Falls at...Ch. 1 - Prob. 71RQCh. 1 - *1.72 One degree of latitude on the earth’s...Ch. 1 - Calculate the density of kerosene, in g/mL, if its...Ch. 1 - Calculate the density of magnesium, in g/cm3, if...Ch. 1 - Acetone, the solvent in some nail polish removers,...Ch. 1 - A glass apparatus contains 26.223 g of water when...Ch. 1 - 1.77 Chloroform, a chemical once used as an...Ch. 1 - Gasolines density is about 0.65 g/mL. How much...Ch. 1 - Prob. 79RQCh. 1 - Prob. 80RQCh. 1 - The space shuttle uses liquid hydrogen as its...Ch. 1 - Prob. 82RQCh. 1 - 1.83 Some time ago, a U.S. citizen traveling in...Ch. 1 - Driving to work one day, one of the authors of...Ch. 1 - Prob. 85RQCh. 1 - Prob. 86RQCh. 1 - Prob. 87RQCh. 1 - A pycnometer is a glass apparatus used for...Ch. 1 - 1.89 Radio waves travel at the speed of light, ....Ch. 1 - Prob. 90RQCh. 1 - Prob. 91RQCh. 1 - Aerogel or solid smoke" is a novel material that...Ch. 1 - A liquid known to be either ethanol (ethyl...Ch. 1 - An unknown liquid was found to have a density of...Ch. 1 - 1.95 There exists a single temperature at which...Ch. 1 - In the text, the Kelvin scale of temperature is...Ch. 1 - Density measurements can be used to analyze...Ch. 1 - An artist's statue has a surface area of 14.6ft2....Ch. 1 - What is the volume in cubic millimeters of a 3.54...Ch. 1 - 1.100 A solution is defined as a uniform mixture...Ch. 1 - How do you know that Coca-Cola is not a compound?...Ch. 1 - Find two or more web sites that give the values...Ch. 1 - 1.103 Reference books such as the Handbook of...Ch. 1 - A student used a 250 mL graduated cylinder having...Ch. 1 - Prob. 105RQCh. 1 - Gold has a density of 19.31gcm-3. How many grams...Ch. 1 - A Boeing 747 jet airliner carrying 568 people...Ch. 1 - *1.108 Download a table of data for the density of...Ch. 1 - List the physical and chemical properties...Ch. 1 - Prob. 110RQ
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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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