Introduction to General, Organic and Biochemistry
12th Edition
ISBN: 9780357391594
Author: Frederick A. Bettelheim; William H. Brown; Mary K. Campbell
Publisher: Cengage Learning US
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Chapter 10, Problem 51P
Aspirin is prepared by the reaction of salicylic- acid with acetic anhydride as shown in the following equation. The stoichiometry of the reaction is given in the equation. Acetic acid is a by-product of the reaction and must be separated and removed so that aspirin can then be sold as a pure product. How many grams of aspirin can be prepared from 120 grams of salicylic acid? Assume that there is an excess of acetic anhydride. (Chapter 4)
Acetylsalieylic acid
(Aspirin)
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What is the relationship between A and B?
H3C
A
Br
Cl
H3C
B
Br
relationship
(check all that apply)
O same molecule
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structural isomer
O stereoisomer
isomer
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☐ enantiomer
Br
Br
Br
CH3
Br
CI
CH3
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Odiastereomer
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b. Please complete the zig-zag conformation of the compound
(3R,4S)-3,4-dichloro-2,5-dimethylhexane by writing the respective atoms in the boxes.
4
c. Serricornin, the female-produced sex pheromone of the cigarette beetle, has the following structure.
OH
What is the maximum number of possible stereoisomers?
Is this structure a meso compound?
d. Please consider the natural product alkaloids shown below.
Are these two structures enantiomers, diastereomers or conformers?
H
HO
H
H
HN
HO
HN
R
R
с
R=H
cinchonidine
R=ET
cinchonine
H
Chapter 10 Solutions
Introduction to General, Organic and Biochemistry
Ch. 10.3 - Prob. 10.1QCCh. 10.4 - Prob. 10.2QCCh. 10.4 - Prob. 10.3QCCh. 10.4 - Prob. 10.4QCCh. 10.4 - Prob. 10.5QCCh. 10.4 - Prob. 10.6QCCh. 10 - Prob. 1PCh. 10 - Prob. 2PCh. 10 - 10-9 Is there any difference between vanillin made...Ch. 10 - Prob. 4P
Ch. 10 - 10-11 What important experiment did Wohler carry...Ch. 10 - Prob. 6PCh. 10 - Prob. 7PCh. 10 - Prob. 8PCh. 10 - 10-15 How many electrons are in the valence shell...Ch. 10 - 10-16 What is the relationship between the number...Ch. 10 - Prob. 11PCh. 10 - Prob. 12PCh. 10 - 10-19 Write Lewis structures for these ions. (a)...Ch. 10 - 10-20 Why are the following molecular formulas...Ch. 10 - 10-21 Explain how to use the valence-shell...Ch. 10 - 10-22 Suppose you forget to take into account the...Ch. 10 - Suppose you forget to take into account the...Ch. 10 - Prob. 18PCh. 10 - Prob. 19PCh. 10 - Prob. 20PCh. 10 - 10-27 What is meant by the term functional group?Ch. 10 - 10-28 List three reasons why functional groups are...Ch. 10 - Prob. 23PCh. 10 - Prob. 24PCh. 10 - Prob. 25PCh. 10 - 10-32 Draw a structural formula for the one...Ch. 10 - 10-33 What is the meaning of the term tertiary (...Ch. 10 - Prob. 28PCh. 10 - Draw structural formulas for each of the...Ch. 10 - 10-36 Draw structural formulas for the six ketones...Ch. 10 - 10-37 Draw structural formulas for the eight...Ch. 10 - Prob. 32PCh. 10 - 10-39 (Chemical Connections 10A) How was Taxol...Ch. 10 - Prob. 34PCh. 10 - Prob. 35PCh. 10 - Silicon is immediately below carbon in Group 4A of...Ch. 10 - 10-43 Phosphorus is immediately below nitrogen in...Ch. 10 - Draw the structure for a compound with the...Ch. 10 - 10-45 Draw structural formulas for the eight...Ch. 10 - Prob. 40PCh. 10 - 10-47 Which of these covalent bonds are polar, and...Ch. 10 - Of the bonds in Problem 10-47, which is the most...Ch. 10 - Prob. 43PCh. 10 - Prob. 44PCh. 10 - Following is a structural formula for naphthalene....Ch. 10 - Prob. 46PCh. 10 - Prob. 47PCh. 10 - Urea, (NH.,)2CO, is used in plastics and in fertil...Ch. 10 - Prob. 49PCh. 10 - Prob. 50PCh. 10 - Aspirin is prepared by the reaction of salicylic-...Ch. 10 - Following is the structural formula of acetamide....Ch. 10 - Prob. 53P
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