Concept explainers
Interpretation:
The structural formulas for the enethiol forms of 6-mercaptopurine and 6-thioguanine has to be drawn.
Concept Introduction:
The functional group ketone (keto group) will be in equilibrium with the enol (alcohol group) form which is said to be the keto-enol tautomerization. The keto form is more stable when compared to the enol form. The keto-enol conversion reaction is
Explanation of Solution
The enethiol is also the enol form which contains Sulphur molecule instead of Oxygen. The enethiol form is the alcoholic form of the Sulphur. The double bonded Sulphur is converted to thiol form of the Sulphur.
The enethiol form of 6-mercaptopurine is
The enethiol form of 6-thioguanine is
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Chapter 28 Solutions
Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition
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