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Concept explainers
(a)
Interpretation: The carbonyl compound in given pair that exhibits the higher percentage of the enol tautomer is to be identified.
Concept introduction: Tautomers are isomers which differ only in the position of the hydrogen and electrons of the electronegative atom, generally oxygen. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.
The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base catalysed.
The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base catalyzed. Formation of predominant product is determined by several factors.
(b)
Interpretation: The carbonyl compound in given pair that exhibits the higher percentage of the enol tautomer is to be identified.
Concept introduction: Tautomers are isomers which differ only in the position of the protons and electrons of the compound. There is no change in the carbon skeleton of the compound. This phenomenon which involves simple proton transfer in an intramolecular fashion is known as tautomerism.The very common example of tautomerism is Keto-enol tautomerism. It can be acid or base catalyzed. Formation of predominant product is determined by several factors.
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Chapter 21 Solutions
EBK ORGANIC CHEMISTRY
- Which carbonyl group in each pair absorbs at a higher frequency? a. CHO сно b. or orarrow_forwardDraw a stepwise mechanism for the sulfonation of an alkyl benzene such as A to form asubstituted benzenesulfonic acid B. Treatment of B with base forms a sodium salt C that canbe used as a synthetic detergent to clean away dirt.arrow_forwardOne step in the synthesis of sitaglipitin (Problem 17.14, a drug used to treat type 2 diabetes) involves reaction of the mixed anhydride A with B to form C. Draw a stepwise mechanism for this reaction.arrow_forward
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- Draw a stepwise mechanism for the following reaction, a key step in the synthesis of conivaptan (trade name Vaprisol), a drug used in the treatment of low sodium levearrow_forwardWhat is the major organic product obtained from the following reaction? A. B. CI لله مللی حمله C. D. فيarrow_forwardDraw a stepwise mechanism for the following reaction, a key step in the synthesis of ticlopidine, a drug that inhibits platelet aggregation. Ticlopidine has been used to reduce the risk of stroke in patients who cannot tolerate aspirin.arrow_forward
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