Concept explainers
(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
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:
The structure for cyclohexyl thiobenzoate is:
(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.
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
The structure for S-isopropyl butanethioate is:
(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.
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:
The structure for S-phenyl cyclohexanecarbothioate is:
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Chapter 25 Solutions
Organic Chemistry
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Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning