(a)
Interpretation:
The synthesis of acetoacetic ester can be used to prepare 5-phenyl-2,5-pentanedione has to be showed.
Concept Introduction:
Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.
(b)
Interpretation:
The synthesis of acetoacetic ester can be used to prepare 1-cyclopentyl-1-ethanone has to be showed.
Concept Introduction:
Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.
(c)
Interpretation:
The synthesis of acetoacetic ester can be used to prepare 3-ethyl-2-pentanone has to be showed.
Concept Introduction:
Acetoacetic ester is a versatile starting material for the formation of new carbon-carbon bonds. It is because of the presence of acidic α-hydrogens between two carbonyl groups, the nucleophilicity of the enolate anion formed by the loss of α-hydrogen and the ability of the product to undergo decarboxylation after hydrolysis of ester.
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Chapter 19 Solutions
Organic Chemistry
- Ethyl butyrate, CH3CH2CH2CO2CH2CH3CH3CH2CH2CO2CH2CH3, is an artificial fruit flavor commonly used in the food industry for such flavors as orange and pineapple. Its fragrance and taste are often associated with fresh orange juice, and thus it is most commonly used as orange flavoring. It can be produced by the reaction of butanoic acid with ethanol in the presence of an acid catalyst (H+H+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.45 gg of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100%% yield? Express your answer in grams to three significant figures. A chemist ran the reaction and obtained 5.50 gg of ethyl butyrate. What was the percent yield? Express your answer as a percent to three significant figures. The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0%% yield. How many grams would be produced from 8.45 gg of butanoic acid and excess…arrow_forwardEsterification of Carboxylic Acids Provide the reactions (chemical equations) on esterification of the following acids: Ethanoic acid Butanoic acid Benzoic acid Acetic acid + methanol Acetic acid + ethanol Salicylic acid + methanol Acetic acid + benzyl alcoholarrow_forwardPlease complete the reaction.arrow_forward
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- Starting with cyclohexanone and ethanol as the only organic reagents, use any inorganic reagents to propose a synthesis for the target molecule.arrow_forwardProvide a synthesis pathway for esterarrow_forwardDraw out the reaction mechanism for cyclohexanol to cyclohexanone. Sodium hypochlorite oxidation of an alcohol to a ketone with the product being cyclohexanone.arrow_forward
- What products are formed by acidic hydrolysis of the following compound? benzaldehyde and butan-1-d benzeie acid and butan-2-d 2-methylbutanoic acid and phenol benzoic acid and methyl ethyl ketonearrow_forwardAcetylene reacts with sodium amide in the presence of propyl halide produces aldehyde produces ketones It produces 2-pentanearrow_forwardDefine Enamine Formation from an Aldehyde or a Ketone ?arrow_forward
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