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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 23 Solutions
Package: Loose Leaf for Organic Chemistry with Biological Topics with Connect Access Card
- Draw the products obtained (including stereochemistry) when each compound is treated with LDA, followed by CH3I.arrow_forwardWhat is the product formed when each dicarbonyl compound undergoes an intramolecular aldol reaction, followed by dehydration.arrow_forwardDraw the product(s) formed when each alkene is treated with either [1] HBr alone; or [2] HBr in the presence of peroxides.arrow_forward
- Draw the structure (including stereochemistry) of an alkyl chloride that forms each alkene as the exclusive E2 elimination product.arrow_forwardWhat carbonyl compound and alcohol are formed by hydrolysis of each acetal?arrow_forwardWhat enolate is formed when each ketone is treated with LDA in THF solution? What enolate is formed when these same ketones are treated with NaOCH3 in CH3OH solution?arrow_forward
- Draw enol tautomer(s) for each compound. Ignore stereoisomers.arrow_forwardDraw the enol tautomers for each of the following compounds. For compounds that have more than one enol tautomer, indicate the one that is more stable.arrow_forwardWhat acetylide anion and alkyl halide are needed to synthesize each alkyne?arrow_forward
- Select the carbonyl compound which can form only a single enol via tautomerization. A. B. H C. D.arrow_forwardHow would you convert cyclohexanone into each compound using any required inorganic reagents and needed organic compounds? a. b.arrow_forwardWhat alkyl halides are formed when each ether is treated with HBr?arrow_forward
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