Concept explainers
(a)
Interpretation:
Resonance contributor for the enolate ion formed from the given compounds has to be identified.
Concept Introduction:
Tautomerism is the ability of a molecule to exist in more than one chemical form. Tautomers are formed by the migration of a hydrogen atom, accompanied by the switching of a single and neighboring double bond.
The only difference in keto-enol tautomers is the location of hydrogen and double bond.
Enol tautomer is much less stable than the keto tautomer.
Enol tautomer is more stable when enol tautomer is
Resonance: The delocalization of electrons which is characterized as several structural changes.
(b)
Interpretation:
Resonance contributor for the enolate ion formed from the given compounds has to be identified.
Concept Introduction:
Tautomerism is the ability of a molecule to exist in more than one chemical form. Tautomers are formed by the migration of a hydrogen atom, accompanied by the switching of a single and neighboring double bond.
The only difference in keto-enol tautomers is the location of hydrogen and double bond.
Enol tautomer is much less stable than the keto tautomer.
Enol tautomer is more stable when enol tautomer is aromatic or when the double bonds are conjugated.
Resonance: The delocalization of electrons which is characterized as several structural changes.
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Chapter 13 Solutions
Essential Organic Chemistry (3rd Edition)
- Draw the structure of the aromatic product from the following reaction. но H2N° 1 equivalentarrow_forwardConsider the following reaction: Br ELOH i) How would the rate of reaction be affected if the concentration of the tert-butyl bromide is doubled? ii) How would the rate of reaction be affected if the concentration of the EtOH is doubled?arrow_forwardWhich one of the following carboxylic acid derivatives can undergo nucleophilic acyl substitution without the need of an acid to catalyze the reaction? O CH3C=N ОН `NH2arrow_forward
- The following molecule undergoes an intramolecular reaction in the presence of pyrro- lidinium acetate, the protonated form of pyrrolidine. Draw the product of this reaction, assuming that a dehydration reaction takes place. Me Me Но N: 'N' AcO Ме pyrrolidinium acetate Me Me Mearrow_forwardRank the following compounds from most reactive to least reactive in an electrophilic aromatic substitution reaction:arrow_forwardName the carbonyl compound that would be formed by the complete acidic hydrolysis of the following hemiacetal/hemiketal or acetal/ketal: OH OCH₂CH₂CH₂CH₂CH3arrow_forward
- Prepare the following substances from aldehydes or ketonesarrow_forwardRank the following esters in order of decreasing reactivity in the first slow step of a nucleophilic acyl substitution reaction (formation of the tetrahedral intermediate):Rank the same esters in order of decreasing reactivity in the second slow step of a nucleophilic acyl substitution reaction (collapse of the tetrahedral intermediate).arrow_forwardIn each reaction box, place the best reagent and conditions from the available reagent list. 1. MCPBA 2. OH 3. 4. Answer Bank В,Н, Н, О, SOCI, H;O* O3 HBr I,, NaOH THF H,CO CH;MgBr Br, KMNO4 CH,SCH,arrow_forward
