Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 20.9, Problem 10P
Interpretation Introduction
Interpretation:
Among the products, acetate ion or
pentanol, the one that contains isotopically labeled oxygen atom has to be identified when pentyl acetate undergoes saponification with
Concept introduction:
The reaction in which the hydrolysis of an ester into alcohol and carboxylic acid takes place in the presence of an acid catalyst, such a reaction is commonly known as acid-catalyzed hydrolysis of an ester.
When ester undergoes hydrolysis in base, it is known as saponification.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Devise a synthesis of optically active (S)-uoxetine (trade name Prozac) from the given starting materials and any other needed reagents.
Answer the following questions about atomoxetine, a drug used to treatattention deficit hyperactivity disorder (ADHD).
a.) What amides can be reduced to form atomoxetine?b.) What starting materials can be used to form atomoxetine by reductiveamination? Draw all possible methods.c.) What products are formed by Hofmann elimination of atomoxetine?
Nabumetone is a pain reliever and anti-inammatory agent sold under the brand name of Relafen.a. Write out a synthesis of nabumetone from ethyl acetoacetate.b. What ketone and alkyl halide are needed to synthesize nabumetone by direct enolate alkylation?
Chapter 20 Solutions
Organic Chemistry - Standalone book
Ch. 20.1 - Prob. 1PCh. 20.2 - Prob. 2PCh. 20.3 - Prob. 3PCh. 20.4 - Prob. 4PCh. 20.5 - Prob. 5PCh. 20.8 - Prob. 6PCh. 20.8 - Prob. 7PCh. 20.8 - Prob. 8PCh. 20.9 - Prob. 9PCh. 20.9 - Prob. 10P
Ch. 20.9 - Prob. 11PCh. 20.9 - Prob. 12PCh. 20.10 - Prob. 13PCh. 20.10 - Prob. 14PCh. 20.11 - Prob. 15PCh. 20.11 - Prob. 16PCh. 20.11 - Prob. 17PCh. 20.12 - Prob. 18PCh. 20.12 - Prob. 19PCh. 20.12 - Prob. 20PCh. 20.12 - Prob. 21PCh. 20.13 - Prob. 22PCh. 20.13 - Prob. 23PCh. 20.14 - Prob. 24PCh. 20.15 - Prob. 25PCh. 20.16 - Prob. 26PCh. 20.17 - Prob. 27PCh. 20 - Prob. 28PCh. 20 - Prob. 29PCh. 20 - Prob. 30PCh. 20 - Write a structural formula for the principal...Ch. 20 - Prob. 32PCh. 20 - Prob. 33PCh. 20 - Prob. 34PCh. 20 - Prob. 35PCh. 20 - Prob. 36PCh. 20 - Prob. 37PCh. 20 - Prob. 38PCh. 20 - Prob. 39PCh. 20 - Prob. 40PCh. 20 - Prob. 41PCh. 20 - Prob. 42PCh. 20 - The preparation of the sex pheromone of the...Ch. 20 - Prob. 44PCh. 20 - Suggest a reasonable explanation for each of the...Ch. 20 - Prob. 46PCh. 20 - Prob. 47PCh. 20 - Prob. 48PCh. 20 - Prob. 49PCh. 20 - A compound has a molecular formula of C8H14O4, and...Ch. 20 - Prob. 51PCh. 20 - Prob. 52DSPCh. 20 - Prob. 53DSPCh. 20 - Prob. 54DSPCh. 20 - Prob. 55DSPCh. 20 - Prob. 56DSPCh. 20 - Thioesters Thioesters have the general formula ....Ch. 20 - Prob. 58DSP
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
- β-Vetivone is isolated from vetiver, a perennial grass that yields a variety of compounds used in traditional eastern medicine, pest control, and fragrance. In one synthesis, ketone A is converted to β-vetivone by a two-step process:Michael reaction, followed by intramolecular aldol reaction. (a) What Michael acceptor is needed for the conjugate addition? (See Problem 23.61 for another method to form the bicyclic ring system of β-vetivone.) (b) Draw a stepwise mechanism for the aldol reaction, which forms the six-membered ring.arrow_forwardDevise a synthesis of each compound from aniline (C6H5NH2) as starting material.arrow_forwardCarboxylic acid X is an intermediate in the multistep synthesis ofproparacaine, a local anesthetic. Devise a synthesis of X from phenoland any needed organic or inorganic reagents.arrow_forward
- One synthesis of the cholesterol-lowering drug atorvastatin involves the construction of the pyrrole by reaction of diketone X with amine Y. Draw a stepwise mechanism for this reaction.arrow_forwardNabumetone is a pain reliever and anti-inflammatory agent sold under the brand name of Relafen. a. Write out a synthesis of nabumetone from ethyl acetoacetate. b. What ketone and alkyl halide are needed to synthesize nabumetone by direct enolate alkylation?arrow_forwardDevise a synthesis of compound A from the given starting materials. You may use any other inorganic reagents or organic alcohols. A was used to prepare aliskiren, a drug used to treat hypertension (see also Problem 5.7).arrow_forward
- Draw a stepwise mechanism for the conversion of lactone C to carboxylic acid D. C is a key intermediate in the synthesis of prostaglandins (Section 19.6) by Nobel Laureate E. J. Corey and co-workers at Harvard University.arrow_forwardDevise a synthesis of benzocaine, ethyl p-aminobenzoate (H2NC6H4CO2CH2CH3), from benzene, organic alcohols, and any needed organic or inorganic reagents. Benzocaine is the active ingredient in the topical anesthetic Orajel (Section 18.15C).arrow_forwardDevise a synthesis of compound A from the given starting materials. Youmay use any other inorganic reagents or organic alcohols. A was used toprepare aliskiren, a drug used to treat hypertensionarrow_forward
arrow_back_ios
arrow_forward_ios
Recommended textbooks for you
- ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage LearningChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill EducationPrinciples of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
- Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill EducationChemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage LearningElementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY