CHEMISTRY:MOLECULAR NATURE (LL)W/ACCESS
7th Edition
ISBN: 9781119497325
Author: JESPERSEN
Publisher: WILEY
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Chapter 0, Problem 23RQ
How was the proton discovered?
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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 0 Solutions
CHEMISTRY:MOLECULAR NATURE (LL)W/ACCESS
Ch. 0 - Practice Exercise 0.1
Using the chapter titles...Ch. 0 - Prob. 2PECh. 0 - Prob. 3PECh. 0 - Prob. 4PECh. 0 - Prob. 5PECh. 0 - Prob. 6PECh. 0 - Prob. 7PECh. 0 - Prob. 8PECh. 0 - Prob. 9PECh. 0 - Practice Exercise 0.10 Aluminum atoms have a mass...
Ch. 0 - Practice Exercise 0.11 How much heavier is the...Ch. 0 - Practice Exercise 0.12 The definition of the size...Ch. 0 - Practice Exercise 0.13 Naturally occurring boron...Ch. 0 - Practice Exercise 0.14
Neon, the gas used in neon...Ch. 0 - Prob. 1RQCh. 0 - 0.2 Knowing what we know today, which of the...Ch. 0 - 0.3 In what ways does the atomic theory affect the...Ch. 0 - Shake a few crystals of salt into your hand and...Ch. 0 - Are there any examples of crystals in nature that...Ch. 0 - 0.6 Heat is one form of energy. If a reaction...Ch. 0 - Can you think of a chemical reaction that starts...Ch. 0 - 0.8 Some large biological molecules rely on...Ch. 0 - 0.9 What elements were formed (a) during the first...Ch. 0 - Prob. 10RQCh. 0 - 0.11 What is the predominant element in the solar...Ch. 0 - Prob. 12RQCh. 0 - What physical factors caused elements and minerals...Ch. 0 - Is this separation still occurring on the earth?Ch. 0 - 0.15 What measuring devices did early chemists...Ch. 0 - 0.16 In your own words, describe how Daltons...Ch. 0 - Which of the laws of chemical combination is used...Ch. 0 - Prob. 18RQCh. 0 - Where in an atom is nearly all of its mass...Ch. 0 - What is a nucleon? Which ones have we studied?Ch. 0 - 0.21 How was the charge-to-mass ratio of the...Ch. 0 - 0.22 How did Robert Millikan determine the charge...Ch. 0 - How was the proton discovered?Ch. 0 - What experiment did Rutherford carry out to...Ch. 0 - Why dont we count the electrons when determining...Ch. 0 - Define the terms atomic number and mass number....Ch. 0 - Prob. 27RQCh. 0 - Write the symbols of the isotopes that contain the...Ch. 0 - What is wrong with the following statement? The...Ch. 0 - 0.30 The atomic number of silver, Ag, is 47 and it...Ch. 0 - A certain element X forms a compound with oxygen...Ch. 0 - Nitrogen reacts with a metal to form a compound in...Ch. 0 - Give the numbers of neutrons, protons, and...Ch. 0 - 0.34 Give the numbers of electrons, protons, and...Ch. 0 - Iodine-131 is used to treat overactive thyroids;...Ch. 0 - Prob. 36RQCh. 0 - 0.37 One chemical substance in natural gas is a...Ch. 0 - 0.38 Carbon tetrachloride contains one carbon and...Ch. 0 - If an atom of carbon-12 had been assigned a...Ch. 0 - 0.40 One atom of has a mass that is 9.0754 times...Ch. 0 - Naturally occurring copper is composed of 69.17%...Ch. 0 - Naturally occurring magnesium (one of the elements...Ch. 0 - N2O is often called nitrous oxide or laughing gas,...Ch. 0 - An element has 24 protons in its nucleus. (a)...Ch. 0 - Iron is composed of four isotopes with the...Ch. 0 - 0.46 What color are the protons, neutrons, and...Ch. 0 - 0.47 Immediately after the big bang, helium and...Ch. 0 - Prob. 48RQCh. 0 - Scientists often validate measurements, such as...Ch. 0 - Sir James Chadwick, discovered the neutron. The...
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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
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- 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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