Introduction to General, Organic and Biochemistry
12th Edition
ISBN: 9780357119303
Author: Bettelheim, Frederick A., Brown, William H., Campbell, Mary K., FARRELL, Shawn O., Torres, Omar
Publisher: Cengage Learning
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Chapter 17, Problem 40P
Interpretation Introduction
Interpretation:
The structural formula for methyl 2-hydroxybenzoate should be determined.
Concept Introduction:
The reaction of
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Esterification 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 alcohol
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)
Part A
Given 7.30 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.
Part B
A chemist ran the reaction and obtained 5.95 gg of ethyl butyrate. What was the percent yield?
Express your answer as a percent to three significant figures.
Part 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 7.30 gg of…
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…
Chapter 17 Solutions
Introduction to General, Organic and Biochemistry
Ch. 17.2 - Prob. 17.1QCCh. 17.5 - Prob. 17.2QCCh. 17.5 - Prob. 17.3QCCh. 17 - 18-4 Answer true or false. (a) The functional...Ch. 17 - Prob. 2PCh. 17 - 18-6 Name and draw structural formulas for the...Ch. 17 - 18-7 Write the IUPAC name for each carboxylic...Ch. 17 - 18-8 Write the IUPAC name for each carboxylic...Ch. 17 - Prob. 6PCh. 17 - Prob. 7P
Ch. 17 - Prob. 8PCh. 17 - Prob. 9PCh. 17 - Prob. 10PCh. 17 - 18-14 Answer true or false. (a) Carboxylic acids...Ch. 17 - 18-15 Draw a structural formula for the dimer...Ch. 17 - 18-16 Propanedioic (malonic) acid forms an...Ch. 17 - 18-17 Hexanoic (caproic) acid has a solubility in...Ch. 17 - 18-18 Propanoic acid and methyl acetate are...Ch. 17 - 18-19 The following compounds have approximately...Ch. 17 - Prob. 17PCh. 17 - Prob. 18PCh. 17 - Prob. 19PCh. 17 - 18-23 Characterize the structural features...Ch. 17 - Prob. 21PCh. 17 - Prob. 22PCh. 17 - 18-26 Answer true or false. (a) Carboxylic acids...Ch. 17 - Prob. 24PCh. 17 - 18-28 Arrange these compounds in order of...Ch. 17 - 18-29 Complete the equations for these acid—base...Ch. 17 - 18-30 Complete the equations for these acid-base...Ch. 17 - 18-31 Formic acid is one of the components...Ch. 17 - Prob. 29PCh. 17 - Prob. 30PCh. 17 - Prob. 31PCh. 17 - Prob. 32PCh. 17 - Prob. 33PCh. 17 - Prob. 34PCh. 17 - 18-38 Which is the stronger base: CH3CH2NH2 or...Ch. 17 - Prob. 36PCh. 17 - Prob. 37PCh. 17 - 18-41 Complete these examples of Fischer...Ch. 17 - Prob. 39PCh. 17 - Prob. 40PCh. 17 - Prob. 41PCh. 17 - Prob. 42PCh. 17 - 18-46 Procaine (its hydrochloride salt is marketed...Ch. 17 - 18-47 Methylparaben and propylparaben are used as...Ch. 17 - 18-48 4-Aminobenzoic acid is prepared from benzoic...Ch. 17 - Prob. 46PCh. 17 - Prob. 47PCh. 17 - Prob. 48PCh. 17 - Prob. 49PCh. 17 - Prob. 50PCh. 17 - Prob. 51PCh. 17 - Prob. 52P
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- 17-47 What is the characteristic structural feature of a hemiacetal? Of an acetal?arrow_forward17-70 What simple chemical test could you use to distinguish between the members of each pair of com pounds? Tell what you would do, what you would expect to observe, and how you would interpret your experimental observation. (a) Benzaldehyde and cyclohexanone (b) Acetaldehyde and acetonearrow_forward18-31 Formic acid is one of the components responsible for the sting of biting ants and is injected under the skin by bee and wasp stings. The pain can be relieved by rubbing the area of the sting with a paste of baking soda (NaHCO3) and water, which neutralizes the acid. Write an equation for this reaction.arrow_forward
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- Ethyl acetate Ethyl benzoate Ethyl butanoate Ethyl cinnamate Ethyl decanoate Ester Odours of Various Esters Odour Glue/fruit Fruit Pineapple/roses (peach) Honey, peach Grape Rum Pineapple, banana Ethyl formiate Ethyl hexanoate Ethyl isobutanoate Apple Ethyl isopropionate Apple Ethyl isovalerate Apple Ethyl phenylacetate Honey Ethyl propionate Strawberry Ethyl salicylate Methyl acetate Methyl anthranilate Methyl benzoate Methyl butanoate Methyl heptanoate Methyl isobutanoate Methyl isopropionate Methyl phenylacetate Wintergreen (mint) Berries Grape Fruit Apple, banana Berries, iris Apple, pineapple, apricot Apple Honey, jasmine Berries, rum Wintergreen (mint) Methyl propionate Methyl salicylate Pentyl acetate Banana, pear (honey) Pentyl butanoate Apricot Octyl acetate Orange Isopentyl acetate Banana Benzyl acetate Jasmine Butyl butanoate Pineapple Isobutyl acetate Isobutyl propionate Isopentyl propionate Isopentyl acetate Raspberry Rum Pineapple Orangearrow_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) 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). 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
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