Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 20, Problem 25P
Eudesmol is a sesquiterpene found in eucalyptus. Propose a mechanism for its biosynthesis from farnesyl pyrophosphate.
eudesmol
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Devise a synthesis of (E)-tetradec-11-enal, a sex pheromone of thespruce budworm, a pest that destroys fir and spruce forests, fromacetylene, Br(CH2)10OH, and any needed organic compounds orinorganic reagents.
Propose a synthesis for propoxyphene from 1-phenyl-1-propanone and any other necessary reagents.
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?
Chapter 20 Solutions
Essential Organic Chemistry, Global Edition
Ch. 20.1 - Prob. 1PCh. 20.2 - Prob. 2PCh. 20.2 - Prob. 3PCh. 20.2 - Draw the structure of an optically active fat...Ch. 20.4 - Prob. 6PCh. 20.4 - Prob. 7PCh. 20.4 - The membrane phospholipids in deer have a higher...Ch. 20.4 - Prob. 9PCh. 20.6 - Prob. 10PCh. 20.6 - Prob. 11P
Ch. 20.6 - Prob. 12PCh. 20.7 - Propose a mechanism for the biosynthesis of...Ch. 20.7 - Prob. 14PCh. 20.8 - Draw the individual 1,2-hydride and 1,2-methyl...Ch. 20.9 - Prob. 16PCh. 20 - Prob. 17PCh. 20 - Prob. 18PCh. 20 - Cardiolipins are found in heart muscles. Draw the...Ch. 20 - Prob. 20PCh. 20 - 5-Androstene-3,17-dione is isomerized to...Ch. 20 - Prob. 22PCh. 20 - Prob. 23PCh. 20 - Prob. 24PCh. 20 - Eudesmol is a sesquiterpene found in eucalyptus....
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Ethylene oxide is the starting material for the synthesis of 1,4-dioxane. Propose a mechanism for each step in this synthesis.arrow_forwardDihydropyran is synthesized by treating tetrahydrofurfuryl alcohol with an arenesulfonic acid, ArSO3H. Propose a mechanism for this conversion.arrow_forwardNonconjugated , -unsaturated ketones, such as 3-cyclohexenone, are in an acid-catalyzed equilibrium with their conjugated , -unsaturated isomers. Propose a mechanism for this isomerization.arrow_forward
- Aldehydes and ketones react with thiols to yield thioacetals just as they react with alcohols to yield acetals. Predict the product of the following reaction, and propose a mechanism: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_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_forward
- What steps are needed to convert benzene into p-isobutylacetophenone, a synthetic intermediate used in the synthesis of the anti-inammatory agent ibuprofen.arrow_forwardWhat steps are needed to convert benzene into p-isobutylacetophenone, a synthetic intermediate used in the synthesis of the anti-infl ammatory agent ibuprofen.arrow_forwardH3C a с e H3C -CH2NH2 Provide the missing reagents (a, c, e) and intermediate products (b, d) formed as toluene is converted to the final product.arrow_forward
- Devise a synthesis of (E)-tetradec-11-enal, a sex pheromone of the spruce budworm, a pest that destroys fir and spruce forests, from acetylene, Br(CH2)10OH, and any needed organic compounds or inorganic reagents.arrow_forwardReaction of phenol with acetone in the presence of an acid catalyst gives a compound known as bisphenol A, which is used in the production of epoxy and polycarbonate resins (Section 29.5). Propose a mechanism for the formation of bisphenol Aarrow_forwardH3C₁ a b d e H3C Provide the missing reagents (a, c, e) and intermediate products (b, d) formed as toluene is converted to the final product. CH, NHarrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Lipids - Fatty Acids, Triglycerides, Phospholipids, Terpenes, Waxes, Eicosanoids; Author: The Organic Chemistry Tutor;https://www.youtube.com/watch?v=7dmoH5dAvpY;License: Standard YouTube License, CC-BY