EBK CHEMISTRY:CENTRAL SCIENCE
14th Edition
ISBN: 9780134554570
Author: Brown
Publisher: PEARSON
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Chapter 24, Problem 63E
(b)
Interpretation Introduction
To determine: The number of different tripeptides that can be made from the amino acids glycine and histidine; the abbreviations of each of these tripeptides using the three-letter and one-letter codes for the amino acids.
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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 24 Solutions
EBK CHEMISTRY:CENTRAL SCIENCE
Ch. 24.2 - Prob. 24.1.1PECh. 24.2 - Prob. 24.1.2PECh. 24.2 - How many hydrogen atoms are in 2, 2-...Ch. 24.2 - Prob. 24.2.2PECh. 24.3 - Prob. 24.3.1PECh. 24.3 - Prob. 24.3.2PECh. 24.3 - Prob. 24.4.1PECh. 24.3 - Prob. 24.4.2PECh. 24.3 - Prob. 24.5.1PECh. 24.3 - Prob. 24.5.2PE
Ch. 24.4 - Prob. 24.6.1PECh. 24.4 - Prob. 24.6.2PECh. 24.7 - Prob. 24.7.1PECh. 24.7 - Practice Exercise 2 Name the dipeptide and give...Ch. 24.7 - How many chiral carbon atoms are there in the...Ch. 24.7 - Prob. 24.8.2PECh. 24 - Prob. 1DECh. 24 - Prob. 1ECh. 24 - Prob. 2ECh. 24 - Prob. 3ECh. 24 - Prob. 4ECh. 24 - Prob. 5ECh. 24 - Prob. 6ECh. 24 - Prob. 7ECh. 24 - Prob. 8ECh. 24 - Prob. 9ECh. 24 - Prob. 10ECh. 24 - Prob. 11ECh. 24 - Prob. 12ECh. 24 - Prob. 13ECh. 24 - Prob. 14ECh. 24 - Prob. 15ECh. 24 - Prob. 16ECh. 24 - Prob. 17ECh. 24 - Prob. 18ECh. 24 - Prob. 19ECh. 24 - Prob. 20ECh. 24 - Prob. 21ECh. 24 - Prob. 22ECh. 24 - Prob. 23ECh. 24 - Prob. 24ECh. 24 - Prob. 25ECh. 24 - Prob. 26ECh. 24 - Prob. 27ECh. 24 - Prob. 28ECh. 24 - Prob. 29ECh. 24 - Prob. 30ECh. 24 - Prob. 31ECh. 24 - Prob. 32ECh. 24 - Prob. 33ECh. 24 - Prob. 34ECh. 24 - Prob. 35ECh. 24 - Prob. 36ECh. 24 - Prob. 37ECh. 24 - Prob. 38ECh. 24 - Prob. 39ECh. 24 - Describe the intermediate that is thought to form...Ch. 24 - Prob. 41ECh. 24 - Prob. 42ECh. 24 - Prob. 43ECh. 24 - Prob. 44ECh. 24 - Prob. 45ECh. 24 - Prob. 46ECh. 24 - Prob. 47ECh. 24 - Prob. 48ECh. 24 - Prob. 49ECh. 24 - Prob. 50ECh. 24 - Prob. 51ECh. 24 - Prob. 52ECh. 24 - Prob. 53ECh. 24 - Prob. 54ECh. 24 - Prob. 55ECh. 24 - Prob. 56ECh. 24 - Prob. 57ECh. 24 - Prob. 58ECh. 24 - Prob. 59ECh. 24 - Prob. 60ECh. 24 - Prob. 61ECh. 24 - Prob. 62ECh. 24 - Prob. 63ECh. 24 - Prob. 64ECh. 24 - Prob. 65ECh. 24 - Prob. 66ECh. 24 - Prob. 67ECh. 24 - Prob. 68ECh. 24 - Prob. 69ECh. 24 - Prob. 70ECh. 24 - Prob. 71ECh. 24 - Prob. 72ECh. 24 - Prob. 73ECh. 24 - Prob. 74ECh. 24 - Prob. 75ECh. 24 - Prob. 76ECh. 24 - Prob. 77ECh. 24 - Prob. 78ECh. 24 - Prob. 79ECh. 24 - Prob. 80ECh. 24 - Prob. 81AECh. 24 - Prob. 82AECh. 24 - Prob. 83AECh. 24 - Prob. 84AECh. 24 - Prob. 85AECh. 24 - Prob. 86AECh. 24 - Prob. 87AECh. 24 - Prob. 88AECh. 24 - Prob. 89AECh. 24 - Prob. 90AECh. 24 - Prob. 91AECh. 24 - Prob. 92AECh. 24 - Prob. 93AECh. 24 - Prob. 94AECh. 24 - Prob. 95IECh. 24 - Prob. 96IECh. 24 - Prob. 97IECh. 24 - Prob. 98IECh. 24 - Prob. 99IECh. 24 - A typical amino acid with one amino group and one...Ch. 24 - Prob. 101IECh. 24 - Prob. 102IE
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