Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Question
Chapter 25, Problem 25.1P
Interpretation Introduction
(a)
Interpretation:
The structure for each of the given thioesters.
Concept Introduction:
Thioesters are sulfur analogs of esters. The S-alkyl or S-aryl thioester has a carbonyl group and a sulfur-linked alkyl or aryl group. The first part of the name indicates that the alkyl or aryl group has bonded to the sulfur atom. The last part of the name indicates the
Expert Solution
Answer to Problem 25.1P
Explanation of Solution
In the given name cyclohexyl thiobenzoate, the cyclohexyl is the alkyl group which is bonded to the sulfur atom. Thiobenzoate consists of a phenyl ring bonded to the sulfur atom through a carbonyl group. The structure for cyclohexyl thiobenzoate is drawn as below:
Conclusion
The structure for cyclohexyl thiobenzoate is:
Interpretation Introduction
(b)
Interpretation:
The structure for each of the given thioesters.
Concept Introduction:
Thioesters are sulfur analogs of esters. The S-alkyl or S-aryl thioester has a carbonyl group and a sulfur-linked alkyl or aryl group. The first part of the name indicates that the alkyl or aryl group has bonded to the sulfur atom. The last part of the name indicates the carboxylic acid stem. In common usage, the “S-“prefix is understood, and so, it is not mentioned.
Expert Solution
Answer to Problem 25.1P
Explanation of Solution
The first part of the name suggests that the isopropyl group must be attached directly to the sulfur atom. The second part of the name suggests that the ester is formed from butanoic acid. In
Conclusion
The structure for S-isopropyl butanethioate is:
Interpretation Introduction
(c)
Interpretation:
The structure for each of the given thioesters.
Concept Introduction:
Thioesters are sulfur analogs of esters. The S-alkyl or S-aryl thioester has a carbonyl group and a sulfur-linked alkyl or aryl group. The first part of the name indicates that the alkyl or aryl group has bonded to the sulfur atom. The last part of the name indicates the carboxylic acid stem. In common usage, the “S-“prefix is understood, and so, it is not mentioned.
Expert Solution
Answer to Problem 25.1P
Explanation of Solution
The first part of the name suggests that the phenyl ring must be attached directly to the sulfur atom. The second part of the name suggests that the ester is formed from the carboxylic acid which contains a cyclohexyl ring. In IUPAC nomenclature, “thio-“is inserted before the “ate” suffix in the name of the corresponding oxygen ester.
The structure for S-phenyl cyclohexanecarbothioate is shown as below:
Conclusion
The structure for S-phenyl cyclohexanecarbothioate is:
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Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.
It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+):
CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l)CH3CH2CH2CO2H(l)+CH2CH3OH(l)⟶H+CH3CH2CH2CO2CH2CH3(l)+H2O(l)
A chemist ran the reaction and obtained 5.40 g of ethyl butyrate. What was the percent yield, The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 7.45g of butanoic acid and excess ethanol?
Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.
It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+):
CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l)
Given 8.45 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield?
Express your answer in grams to three significant figures.
A chemist ran the reaction and obtained 5.50 gg of ethyl butyrate. What was the percent yield?
Express your answer as a percent to three significant figures.
The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 8.45 gg of butanoic acid and excess…
Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring.
It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+):
CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l)
Part A
Given 7.30 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield?
Express your answer in grams to three significant figures.
Part B
A chemist ran the reaction and obtained 5.95 gg of ethyl butyrate. What was the percent yield?
Express your answer as a percent to three significant figures.
Part C
The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 7.30 gg of…
Chapter 25 Solutions
Organic Chemistry
Ch. 25 - Prob. 25.1PCh. 25 - Prob. 25.2PCh. 25 - Prob. 25.3PCh. 25 - Prob. 25.4PCh. 25 - Prob. 25.5PCh. 25 - Prob. 25.6PCh. 25 - Prob. 25.7PCh. 25 - Prob. 25.8PCh. 25 - Prob. 25.9PCh. 25 - Prob. 25.10P
Ch. 25 - Prob. 25.11PCh. 25 - Prob. 25.12PCh. 25 - Prob. 25.13PCh. 25 - Prob. 25.14PCh. 25 - Prob. 25.15PCh. 25 - Prob. 25.16PCh. 25 - Prob. 25.17PCh. 25 - Prob. 25.18PCh. 25 - Prob. 25.19PCh. 25 - Prob. 25.20PCh. 25 - Prob. 25.21APCh. 25 - Prob. 25.22APCh. 25 - Prob. 25.23APCh. 25 - Prob. 25.24APCh. 25 - Prob. 25.25APCh. 25 - Prob. 25.26APCh. 25 - Prob. 25.27APCh. 25 - Prob. 25.28APCh. 25 - Prob. 25.29APCh. 25 - Prob. 25.30APCh. 25 - Prob. 25.31APCh. 25 - Prob. 25.32APCh. 25 - Prob. 25.33APCh. 25 - Prob. 25.34APCh. 25 - Prob. 25.35APCh. 25 - Prob. 25.36APCh. 25 - Prob. 25.37APCh. 25 - Prob. 25.38APCh. 25 - Prob. 25.39APCh. 25 - Prob. 25.40AP
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