(a)
Interpretation: The following given compounds prepared from cyclohexanone using an enamine intermediate.
Concept introduction: To increase the carbon chain, substituting an alkyl group on alpha carbon of a carbonyl group is called alkylation.
Alkylation is carried out by reaction of a
Acylation is carried out by reaction of a ketone with a secondary amine in the presence of an acid to form an enamine and then adding an appropriate acyl halide. The acylation is an addition reaction.
(b)
Interpretation: The given compounds prepared from cyclohexanone using an enamine intermediate.
Concept introduction: To increase the carbon chain, substituting an alkyl group on alpha carbon of a carbonyl group is called alkylation.
Alkylation is carried out by reaction of a ketone with a secondary amine in the presence of an acid to form an enamine and then adding an appropriate alkyl halide. The alkylation is a
Acylation is carried out by reaction of a ketone with a secondary amine in the presence of an acid to form an enamine and then adding an appropriate acyl halide. The acylation is an addition reaction.
Trending nowThis is a popular solution!
Chapter 17 Solutions
Organic Chemistry (8th Edition)
- Describe how 3-methyl-1-phenyl-3-pentanol can be prepared from benzene. You can use any inorganic reagents and solvents, and any organic reagents provided they contain no more than two carbons.arrow_forwardIdentify the reagents necessary for the reaction:arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3, 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+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l). The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 8.50 gof butanoic acid and excess ethanol? Express your answer in grams to three significant figures.arrow_forward
- Ethyl butyrate, CH3CH2CH2CO2CH2CH3, 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+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) a) Given 7.70 g of butanoic acid and excess ethanol, how many grams of ethyl butyrate would be synthesized, assuming a complete 100% yield? b) A chemist ran the reaction and obtained 5.25 g of ethyl butyrate. What was the percent yield? c) The chemist discovers a more efficient catalyst that can produce ethyl butyrate with a 78.0% yield. How many grams would be produced from 7.70 g of butanoic acid and excess ethanol?arrow_forwardEthyl butyrate, CH3CH2CH2CO2CH2CH3, 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+): CH3CH2CH2CO2H(l)+CH2CH3OH(l)H+⟶CH3CH2CH2CO2CH2CH3(l)+H2O(l) Given 8.50 g 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.arrow_forwardIdentify all carbonyl compounds that can undergo nucleophilic addition reactions from the following:arrow_forward
- What product is formed from the reaction of p-methylphenol with benzenediazonium chloride?arrow_forwardShow how the following compounds can be prepared from cyclohexanone:arrow_forwardName the following compound: O Butyl cyclohexanoate O Butanoic cyclohexanecarboxylic anhydride O Cyclohexyl butanoate O Cyclohexanoic butanoate O Butyl cyclohexyl anhydridearrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningChemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning