Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 13, Problem 34P
Using cyclopentanone as the reactant, show the product of
- a) acid-catalyzed keto–enol interconversion.
- b) an aldol addition.
- c) an aldol condensation.
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Using cyclopentanone as the reactant, show the product of
a. acid-catalyzed keto–enol interconversion. b. an aldol addition. c. an aldol condensation.
Show how to prepare a,b-unsaturated ketone by an aldol reaction followed by dehydration of the aldol product.
Draw the product formed when each dicarbonyl compound undergoes anintramolecular aldol reaction followed by dehydration, when possible.
Chapter 13 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 13.1 - Identify the most acidic hydrogen in each...Ch. 13.1 - Prob. 2PCh. 13.1 - Prob. 3PCh. 13.1 - Prob. 4PCh. 13.1 - Explain why HO cannot remove a proton from the...Ch. 13.2 - Prob. 6PCh. 13.2 - Prob. 7PCh. 13.3 - Prob. 8PCh. 13.3 - Prob. 9PCh. 13.3 - Prob. 10P
Ch. 13.4 - Prob. 11PCh. 13.5 - Prob. 12PCh. 13.5 - Prob. 13PCh. 13.6 - Prob. 14PCh. 13.7 - Prob. 16PCh. 13.8 - Prob. 17PCh. 13.8 - Prob. 18PCh. 13.8 - Prob. 19PCh. 13.9 - Prob. 20PCh. 13.10 - Propose a mechanism for the formation of...Ch. 13.10 - Prob. 22PCh. 13.10 - a. If the biosynthesis of palmitic acid were...Ch. 13 - Draw the enol tautomers for each of the following...Ch. 13 - Number the following compounds in order from...Ch. 13 - Prob. 26PCh. 13 - Explain why the pKa of a hydrogen bonded to the...Ch. 13 - Prob. 28PCh. 13 - Prob. 29PCh. 13 - Prob. 30PCh. 13 - Prob. 31PCh. 13 - Prob. 32PCh. 13 - Prob. 33PCh. 13 - Using cyclopentanone as the reactant, show the...Ch. 13 - Prob. 35PCh. 13 - Prob. 36PCh. 13 - Prob. 37PCh. 13 - Prob. 38PCh. 13 - Prob. 39PCh. 13 - Prob. 40PCh. 13 - Prob. 41PCh. 13 - Prob. 42PCh. 13 - Prob. 43PCh. 13 - Prob. 44PCh. 13 - Describe how the following compounds can be...Ch. 13 - Prob. 46PCh. 13 - Which would require a higher temperature:...Ch. 13 - Prob. 48PCh. 13 - Propose a mechanism for the following reaction:Ch. 13 - Show how the following compounds could be...Ch. 13 - Prob. 51PCh. 13 - Prob. 52P
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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
- Draw the product formed when each dicarbonyl compound undergoes an intramolecular aldol reaction followed by dehydration, when possible.arrow_forwardWhat is the product formed when each dicarbonyl compound undergoes an intramolecular aldol reaction, followed by dehydration.arrow_forwardAn aldol addition can be catalyzed by acids as well as by bases. Propose a mechanism for the acid-catalyzed aldol addition of propanal.arrow_forward
- Does it matter whether acetone is added first to the eq. NaOH solution then the benzaldehyde, or if the benzaldehyde is added first to the aq. NaOH solution, then the acetone in an aldol synthesis of dibenzalacetonearrow_forwardDraw the major product obtained when the compound is heated in the presence of a base to give an aldol condensation.arrow_forwardUse the curved arrow formalism to draw the complete mechanism for the aldol addition reaction. (It is not necessary to show the aldol condensation step). The reaction is: butyraldehyde with ether solvent and KOH to form the product 2-ethyl-3-hydroxyhexanalarrow_forward
- Choose the incorrect statements: * a-Aldol is syrupy liquid β-hydroxy aldehyde or β-hydroxy ketone b-Aldol on heating eliminates water by E1cB mechanism c-On heating it gives back aldehyde and ketone d-On heating it give α,β-unsaturated aldehyde and α,β-unsaturated ketonearrow_forwardPropose an appropriate intermediate for the following reactionarrow_forwardAldol condensation is a reversible reaction and in fact aldols can be transform into the starting carbonyl compounds. Complete using arrows, the following retroaldol reactionarrow_forward
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