Solutions Manual For Chemistry: Structure And Properties
2nd Edition
ISBN: 9780134460697
Author: Tro
Publisher: PEARSON
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Chapter 5, Problem 34E
Interpretation Introduction
To determine:
The Lewis structure of given molecule or ion.
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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 5 Solutions
Solutions Manual For Chemistry: Structure And Properties
Ch. 5 - What is electronegativity? What are the periodic...Ch. 5 - Explain the difference between a pure covalent...Ch. 5 - What is meant by the percent ionic character of a...Ch. 5 - Prob. 4ECh. 5 - What is the magnitude of the dipole moment formed...Ch. 5 - What is the basic procedure for writing a covalent...Ch. 5 - How do you determine the number of electrons that...Ch. 5 - What are resonance structures? What is a resonance...Ch. 5 - Prob. 9ECh. 5 - Prob. 10E
Ch. 5 - Prob. 11ECh. 5 - Prob. 12ECh. 5 - What is bond energy?Ch. 5 - Give some examples of some typical bond lengths....Ch. 5 - Why is molecular geometry important? Cite some...Ch. 5 - According to VSEPR theory, what determines the...Ch. 5 - Name and draw the five basic electron geometries,...Ch. 5 - Explain the difference between electron geometry...Ch. 5 - List the correct electron and molecular geometries...Ch. 5 - How do you apply VSEPR theory to predict the shape...Ch. 5 - How do you determine if a molecule is polar?Ch. 5 - Why is polarity a key connection between the...Ch. 5 - Prob. 23ECh. 5 - Determine if a bond between each pair of atoms...Ch. 5 - Prob. 25ECh. 5 - Draw the Lewis structure for BrF with an arrow...Ch. 5 - Prob. 27ECh. 5 - Write the Lewis structure for each molecule. NF3...Ch. 5 - Prob. 29ECh. 5 - Write the Lewis structure for each molecule. CH2O...Ch. 5 - Prob. 31ECh. 5 - Prob. 32ECh. 5 - Write the Lewis structure for each molecule or ion...Ch. 5 - Prob. 34ECh. 5 - Write a Lewis structure that obeys the octet rule...Ch. 5 - Prob. 36ECh. 5 - Use formal charge to determine which Lewis...Ch. 5 - Prob. 38ECh. 5 - How important is this resonance structure to the...Ch. 5 - Prob. 40ECh. 5 - Prob. 41ECh. 5 - Prob. 42ECh. 5 - Determine the formal charges of the atoms shown in...Ch. 5 - Prob. 44ECh. 5 - Prob. 45ECh. 5 - Write the Lewis structure for each molecule (octet...Ch. 5 - Prob. 47ECh. 5 - Write Lewis structures for each molecule or ion....Ch. 5 - Prob. 49ECh. 5 - Write Lewis structures for each molecule or ion....Ch. 5 - List these compounds in order of increasing...Ch. 5 - Which of these compounds has the stronger...Ch. 5 - A molecule with the formula AB3 has a trigonal...Ch. 5 - A molecule with the formula AB3 has a trigonal...Ch. 5 - For each molecular geometry shown here, list the...Ch. 5 - For each molecular geometry shown here, list the...Ch. 5 - Determine the electron geometry, molecular...Ch. 5 - Determine the electron geometry, molecular...Ch. 5 - Which species has the smaller bond angle, H3O+ or...Ch. 5 - Which species has the smaller bond angle; C1O4- or...Ch. 5 - Determine the molecular geometry and draw each...Ch. 5 - Determine the molecular geometry and draw each...Ch. 5 - Determine the molecular geometry about each...Ch. 5 - Prob. 64ECh. 5 - Prob. 65ECh. 5 - Prob. 66ECh. 5 - Prob. 67ECh. 5 - Determine the geometry about each interior atom in...Ch. 5 - Explain why CO2 and CCl4 are both nonpolar even...Ch. 5 - CH3F is a polar molecule, even though the...Ch. 5 - Determine whether each molecule in Exercise 57 is...Ch. 5 - Prob. 72ECh. 5 - Determine whether each molecule or ion is polar or...Ch. 5 - Determine whether each molecule is polar or...Ch. 5 - Each compound contains both ionic and covalent...Ch. 5 - Prob. 76ECh. 5 - Carbon ring structures are common in organic...Ch. 5 - Prob. 78ECh. 5 - Prob. 79ECh. 5 - Diazomethane is a highly poisonous, explosive...Ch. 5 - Prob. 81ECh. 5 - Phosgene (Cl2CO) is a poisonous gas that was used...Ch. 5 - The cyanate ion (OCN-) and the fulminate ion...Ch. 5 - Prob. 84ECh. 5 - Prob. 85ECh. 5 - Prob. 86ECh. 5 - Prob. 87ECh. 5 - Prob. 88ECh. 5 - Prob. 89ECh. 5 - Free radicals are important in many...Ch. 5 - A compound composed of only carbon and hydrogen is...Ch. 5 - A compound composed of only carbon and chlorine is...Ch. 5 - Prob. 93ECh. 5 - The genetic code is based on four different bases...Ch. 5 - Prob. 95ECh. 5 - Prob. 96ECh. 5 - Prob. 97ECh. 5 - A 0.167-g sample of an unknown compound contains...Ch. 5 - Use the dipole moments of HF and HCI (given at the...Ch. 5 - One form of phosphorus exists as P4 molecules....Ch. 5 - A compound has the formula C8H8 and does not...Ch. 5 - Draw the Lewis structure for acetamide (CH3CONH2),...Ch. 5 - Prob. 103ECh. 5 - In the very first chapter of this book, we...Ch. 5 - Which statement best captures the fundamental idea...Ch. 5 - Prob. 106ECh. 5 - Have each member of your group represent an atom...Ch. 5 - Prob. 108ECh. 5 - Prob. 109ECh. 5 - Prob. 110ECh. 5 - Pass a piece of paper around the group and ask...Ch. 5 - Prob. 112ECh. 5 - At least two different numbers of electron groups...Ch. 5 - Prob. 114ECh. 5 - The VSEPR model is useful in predicting bond...Ch. 5 - Which set of elements is arranged in order of...Ch. 5 - Prob. 2SAQCh. 5 - Which pair of atoms forms the most polar bond? C...Ch. 5 - Which pair of atoms forms a nonpolar covalent...Ch. 5 - Prob. 5SAQCh. 5 - Prob. 6SAQCh. 5 - Prob. 7SAQCh. 5 - Prob. 8SAQCh. 5 - Prob. 9SAQCh. 5 - Prob. 10SAQCh. 5 - Prob. 11SAQCh. 5 - Predict the relative bond angles in BF3 and SO2Ch. 5 - Predict the molecular geometry about N in the...Ch. 5 - Which molecule is polar?
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