Chemistry by OpenStax (2015-05-04)
1st Edition
ISBN: 9781938168390
Author: Klaus Theopold, Richard H Langley, Paul Flowers, William R. Robinson, Mark Blaser
Publisher: OpenStax
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Textbook Question
Chapter 7, Problem 42E
Two arrangements of atoms are possible for a compound with a molar mass of about 45 g/mol that contains 52.2% C, 13.1% H, and 34.7% 0 by mass. Write the Lewis structures for the two molecules.
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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 7 Solutions
Chemistry by OpenStax (2015-05-04)
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Is X boron...Ch. 7 - The molecule XCl2 has a dipole moment. Is X...Ch. 7 - Is the Cl2BBCl2 molecule polar or nonpolar?Ch. 7 - There are three possible structures for PCl2F3...Ch. 7 - Describe the molecular structure around the...Ch. 7 - Draw the Lewis structures and predict the shape of...Ch. 7 - A molecule with the formula AB2, in which A and B...Ch. 7 - A molecule with the formula AB3, in which A and B...Ch. 7 - Draw the Lewis electron dot structures for these...Ch. 7 - What is the molecular structure of the stable form...Ch. 7 - A compound with a molar mass of about 42 g/mol...Ch. 7 - Use the simulation...Ch. 7 - Use the simulation...Ch. 7 - Use the Molecule Shape simulator...Ch. 7 - Use the Molecule Shape simulator...Ch. 7 - Use the Molecule Shape simulator...
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