Quiz - Alpha Carbon Chemistry - 3 | Enols and Enolates - Alpha Carbon Chemistry
Organic Chemistry 3 - Quiz - Alpha Carbon Chemistry - 3
Which of the following is the correct structure of an enol?
An enol is a compound that contains a hydroxyl group (-OH) connected to a carbon-carbon double bond.
What is the product of the reaction between an enolate ion and an alkyl halide?
The reaction between an enolate ion and an alkyl halide is a type of nucleophilic substitution reaction that forms a new carbon-carbon bond and a ketone.
Which of the following is the correct mechanism for the base-catalyzed tautomerization of a ketone to an enol ?
Deprotonation of the α carbon, followed by reprotonation of the carbonyl oxygen. This is the correct mechanism for the base-catalyzed keto-enol tautomerization.
What is the product of the alpha halogenation of a ketone?
The alpha halogenation of a ketone involves the substitution of an alpha hydrogen with a halogen atom.
Which of the following is the correct structure of the product of the malonic ester synthesis?
The malonic ester synthesis involves the alkylation of a malonic ester, followed by hydrolysis and decarboxylation to form a substituted carboxylic acid.
Which of the following is the correct structure of the product of the haloform reaction?
The haloform reaction involves the halogenation of a methyl ketone to form a trihalomethane (haloform), which undergoes nucleophilic attack by a hydroxide anion to form a carboxylic acid.
What is the characteristic byproduct formed in the haloform reaction?
The characteristic byproduct formed in the haloform reaction is a haloform compound (HCX3) such as chloroform or bromoform.
Which of the following reactions commonly involves α hydrogens?
Aldol condensation reactions commonly involve the deprotonation of α hydrogens to form enolate ions, which subsequently undergo nucleophilic addition to a carbonyl compound to form β-hydroxy carbonyl compounds.
What role does PBr3 play in the Hell-Volhard-Zelinski reaction?
In the Hell-Volhard-Zelinski reaction, PBr3 serves as a reagent for the conversion of carboxylic acids to acid bromides. When PBr3 reacts with a carboxylic acid, it undergoes a substitution reaction where the bromine atom from PBr3 replaces the hydroxyl group of the carboxylic acid.
What role does acid-catalyzed hydrolysis play in the acetoacetic ester synthesis mechanism?
Acid-catalyzed hydrolysis of the ester formed in acetoacetic ester synthesis converts it to a β-keto acid intermediate, which can then be decarboxylated.