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Interpretation: The given following esters which cannot undergo claisen condensation has to be predicted.
Concept introduction:
When two molecules of an ester undergo condensation, then it is called claisen condensation. Like in aldol reaction, in claisen condensation one molecule is a nucleophile and the other molecule is an electrophile.
A claisen condensation reaction is a reversible reaction and occurs in the presence of a strong base.
The first step of claisen condensation is the removal of a proton from alpha carbon by a base and then the addition of enolate ion formed to the second ester molecule forming a β-ketoester.
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Chapter 19 Solutions
Student Study Guide and Solutions Manual for Brown/Iverson/Anslyn/Foote's Organic Chemistry, 8th Edition
- Show how to synthesize 3-nitro-4-propoxybenzoic acid from phenol, C6H5OH and any reagents that you need.arrow_forwardShow the product of the Claisen condensation of ethyl butanoate in the presence of sodium ethoxide followed by acidification with aqueous HCl.arrow_forwardPlease give the appropriate reagents to complete the following synthesis.arrow_forward
- Give the reagents that should be used to carry out the following synthesisarrow_forwardUpon hydration of 2-heptyne in the presence of HgSO4 and H2SO4, the two carbons of the triple bond are similarly but not identically substituted resulting in two regioisomeric enols, each of which gives a different ketone. Supply the names of the two enols formed.arrow_forwardThe following molecule can undergo keto–enol tautomerization upon addition of hydroxide. Draw the structure of the enol form and the mechanism by which it forms.arrow_forward
- Show how the following compounds can be prepared from the given starting materials. You can use any necessary organic or inorganic reagents.arrow_forwardProvide the appropriate reagent(s) for the following transformationarrow_forwardShow how the following ketones might be synthesized from the indicated acids, usingany necessary reagents.(b) methyl cyclohexyl ketone from cyclohexanecarboxylic acidarrow_forward
- Provide a synthetic route for the following transformation. OH -ОНarrow_forwardShow what alcohol and carbonyl give the following derivative. Write a detailed mechanism for the acid catalyzed formation of the acetal. EtO OEtarrow_forwardIdentify the best reagents to complete the following reaction.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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