Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Chapter 3, Problem 21ALQ
Atoms of three different elements are represented by O, □, and ∆. Which compound is left over when three molecules of O∆. and three molecules of □□∆. react to form O□∆. And O∆∆?
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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
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mass of the product should in milligrams rather than grams.
LOCH 3
+
H2SO4
HNO 3
O=C-OCH 3
NO2
x
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in H2SO4
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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
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Chapter 3 Solutions
Chemistry
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