Chemistry: Structure and Properties Custom Edition for Rutgers University General Chemistry
15th Edition
ISBN: 9781269935678
Author: Nivaldo J. Tro
Publisher: Pearson Education
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Chapter 6, Problem 69E
Explain why CO2 and CCl4 are both nonpolar even though they contain polar bonds.
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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?
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?
Acid 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?
Chapter 6 Solutions
Chemistry: Structure and Properties Custom Edition for Rutgers University General Chemistry
Ch. 6 - Which set of elements is arranged in order of...Ch. 6 - Prob. 2SAQCh. 6 - Which pair of atoms forms the most polar bond? C...Ch. 6 - Which pair of atoms forms a nonpolar covalent...Ch. 6 - Prob. 5SAQCh. 6 - Prob. 6SAQCh. 6 - Prob. 7SAQCh. 6 - Prob. 8SAQCh. 6 - Prob. 9SAQCh. 6 - Prob. 10SAQ
Ch. 6 - Prob. 11SAQCh. 6 - Predict the relative bond angles in BF3 and SO2Ch. 6 - Predict the molecular geometry about N in the...Ch. 6 - Which molecule is polar?Ch. 6 - What is electronegativity? What are the periodic...Ch. 6 - Explain the difference between a pure covalent...Ch. 6 - What is meant by the percent ionic character of a...Ch. 6 - Prob. 4ECh. 6 - What is the magnitude of the dipole moment formed...Ch. 6 - What is the basic procedure for writing a covalent...Ch. 6 - How do you determine the number of electrons that...Ch. 6 - What are resonance structures? What is a resonance...Ch. 6 - Prob. 9ECh. 6 - Prob. 10ECh. 6 - Prob. 11ECh. 6 - Prob. 12ECh. 6 - What is bond energy?Ch. 6 - Give some examples of some typical bond lengths....Ch. 6 - Why is molecular geometry important? Cite some...Ch. 6 - According to VSEPR theory, what determines the...Ch. 6 - Name and draw the five basic electron geometries,...Ch. 6 - Explain the difference between electron geometry...Ch. 6 - List the correct electron and molecular geometries...Ch. 6 - How do you apply VSEPR theory to predict the shape...Ch. 6 - How do you determine if a molecule is polar?Ch. 6 - Why is polarity a key connection between the...Ch. 6 - Prob. 23ECh. 6 - Determine if a bond between each pair of atoms...Ch. 6 - Prob. 25ECh. 6 - Draw the Lewis structure for BrF with an arrow...Ch. 6 - Prob. 27ECh. 6 - Write the Lewis structure for each molecule. NF3...Ch. 6 - Prob. 29ECh. 6 - Write the Lewis structure for each molecule. CH2O...Ch. 6 - Prob. 31ECh. 6 - Prob. 32ECh. 6 - Write the Lewis structure for each molecule or ion...Ch. 6 - Prob. 34ECh. 6 - Write a Lewis structure that obeys the octet rule...Ch. 6 - Prob. 36ECh. 6 - Use formal charge to determine which Lewis...Ch. 6 - Prob. 38ECh. 6 - How important is this resonance structure to the...Ch. 6 - Prob. 40ECh. 6 - Prob. 41ECh. 6 - Prob. 42ECh. 6 - Determine the formal charges of the atoms shown in...Ch. 6 - Prob. 44ECh. 6 - Prob. 45ECh. 6 - Write the Lewis structure for each molecule (octet...Ch. 6 - Prob. 47ECh. 6 - Write Lewis structures for each molecule or ion....Ch. 6 - Prob. 49ECh. 6 - Write Lewis structures for each molecule or ion....Ch. 6 - List these compounds in order of increasing...Ch. 6 - Which of these compounds has the stronger...Ch. 6 - A molecule with the formula AB3 has a trigonal...Ch. 6 - A molecule with the formula AB3 has a trigonal...Ch. 6 - For each molecular geometry shown here, list the...Ch. 6 - For each molecular geometry shown here, list the...Ch. 6 - Determine the electron geometry, molecular...Ch. 6 - Determine the electron geometry, molecular...Ch. 6 - Which species has the smaller bond angle, H3O+ or...Ch. 6 - Which species has the smaller bond angle; C1O4- or...Ch. 6 - Determine the molecular geometry and draw each...Ch. 6 - Determine the molecular geometry and draw each...Ch. 6 - Determine the molecular geometry about each...Ch. 6 - Prob. 64ECh. 6 - Prob. 65ECh. 6 - Prob. 66ECh. 6 - Prob. 67ECh. 6 - Determine the geometry about each interior atom in...Ch. 6 - Explain why CO2 and CCl4 are both nonpolar even...Ch. 6 - CH3F is a polar molecule, even though the...Ch. 6 - Determine whether each molecule in Exercise 57 is...Ch. 6 - Prob. 72ECh. 6 - Determine whether each molecule or ion is polar or...Ch. 6 - Determine whether each molecule is polar or...Ch. 6 - Each compound contains both ionic and covalent...Ch. 6 - Prob. 76ECh. 6 - Carbon ring structures are common in organic...Ch. 6 - Prob. 78ECh. 6 - Prob. 79ECh. 6 - Diazomethane is a highly poisonous, explosive...Ch. 6 - Prob. 81ECh. 6 - Phosgene (Cl2CO) is a poisonous gas that was used...Ch. 6 - The cyanate ion (OCN-) and the fulminate ion...Ch. 6 - Prob. 84ECh. 6 - Prob. 85ECh. 6 - Prob. 86ECh. 6 - Prob. 87ECh. 6 - Prob. 88ECh. 6 - Prob. 89ECh. 6 - Free radicals are important in many...Ch. 6 - A compound composed of only carbon and hydrogen is...Ch. 6 - A compound composed of only carbon and chlorine is...Ch. 6 - Prob. 93ECh. 6 - The genetic code is based on four different bases...Ch. 6 - Prob. 95ECh. 6 - Prob. 96ECh. 6 - Prob. 97ECh. 6 - A 0.167-g sample of an unknown compound contains...Ch. 6 - Use the dipole moments of HF and HCI (given at the...Ch. 6 - One form of phosphorus exists as P4 molecules....Ch. 6 - A compound has the formula C8H8 and does not...Ch. 6 - Prob. 102ECh. 6 - The bond angles increase steadily in the series...Ch. 6 - Draw the Lewis structure for acetamide (CH3CONH2),...Ch. 6 - Prob. 105ECh. 6 - In the very first chapter of this book, we...Ch. 6 - Which statement best captures the fundamental idea...Ch. 6 - Prob. 108E
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- Assign this H NMRarrow_forwardPlease 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_forward
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