Concept explainers
Interpretation:
A mechanism for the formation of paraldehyde when three equivalents of acetaldehyde react in the presence of an acid catalyst is to be proposed.
Concept introduction:
The acid catalyst protonates an
To propose:
A mechanism for the formation of paraldehyde when three equivalents of acetaldehyde react in the presence of an acid catalyst.
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Chapter 19 Solutions
Organic Chemistry
- 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_forwardThe mechanism for acidic hydrolysis of a nitrile resembles the basic hydrolysis, exceptthat the nitrile is first protonated, activating it toward attack by a weak nucleophile (water).Under acidic conditions, the proton transfer (tautomerism) involves protonation on nitrogen followed by deprotonation on oxygen. Propose a mechanism for the acid-catalyzedhydrolysis of benzonitrile to benzamide.arrow_forwardAcetic acid has been mixed with isoamyl alcohol to produce isoamyl acetate giving off a banana smell. Propose a reaction mechanism for this reaction.arrow_forward
- When the following compound undergoes solvolysis in ethanol, three products are obtained. Propose a mechanism to account for the formation of these products.arrow_forwardIn the presence of an acid catalyst, acetaldehyde forms a trimer known as paraldehyde. Because it induces sleep when it is administered to animals inlarge doses, paraldehyde is used as a sedative or hypnotic. Propose a mechanism for the formation of paraldehyde.arrow_forwardPropose a mechanism to synthesize the compound A using diethyl sulfide. and compound B using benzene.arrow_forward
- In the presence of an acid catalyst, acetaldehyde forms a trimer known as paraldehyde. Because it induces sleep when it is administered to animals in large doses, paraldehyde is used as a sedative or hypnotic. Propose a mechanism for the formation of paraldehyde.arrow_forwardPropose a mechanism for the reaction of bisphenol A with phosgene.arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning