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
- What 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_forwardDraw the structure (including stereochemistry) of an alkyl chloride that forms each alkene as the exclusive E2 elimination product.arrow_forward
- Draw 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_forwardWhat alkyl halide and nucleophile are needed to prepare each compound?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_forwardWhich compound in each pair has the higher boiling point?arrow_forward
- What crossed Claisen product is formed from each pair of compounds?arrow_forwardWhich carbonyl group in each pair absorbs at a higher frequency? a. CHO сно b. or orarrow_forwardDevise a synthesis of each compound from ethanol (CH3CH2OH) as the only source of carbon atoms. You may use any other organic or inorganic reagents you choose.arrow_forward
Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning