Concept explainers
Interpretation:
From the given data, the structure of the product of the given reaction is to be identified.
Concept introduction:
The
Thus, both can react with the nucleophile, depending on the nature of the nucleophile and the regioselectivity of the reaction.
When the nucleophile adds to the carbonyl carbon, the reaction yields a
When the nucleophile adds to the
The number of signals in the
A broad absorption between
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Organic Chemistry: Principles and Mechanisms (Second Edition)
- Show the product expected when the following unsaturated -ketoester is treated with each reagent. (a) Pd,EtOHH2(1mol) (b) CH3OHNaBH4 (c) 2.H2O1.LiAlH4,THE (d) 2.H2O1.DABALH,78arrow_forwardThe first steps in the synthesis of azelnidipine, a calcium channel blocker, involves the reaction of β-keto ester A with aldehyde B in the presence of base. What crossed aldol product is formed in this reaction?arrow_forwardWhat acetylide anion and epoxide are needed to synthesize attachedcompound?arrow_forward
- The ketone whose 1H NMR spectrum is shown here was obtained as the product of an acetoacetic ester synthesis. What alkyl halide was used in thesynthesis?arrow_forward2-Pentylcinnamaldehyde, commonly called flosal, is a perfume ingredient with a jasminelike odor. Flosal is an α,β-unsaturated aldehyde made by a crossed aldol reaction between benzaldehyde (C6H5CHO) and heptanal (CH3CH2CH2CH2CH2CH2CHO), followed by dehydration. Draw a stepwise mechanism for the following reaction that prepares flosal.arrow_forwardDraw a stepwise mechanism for the following reaction. The four-membered ring in the starting material and product is called a β-lactam. This functional group confers biological activity on penicillin and many related antibiotics, as is discussed in Chapter 22. (Hint: The mechanism begins with β elimination and involves only two steps.)arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning