Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon WorksheetSee all chapters
All Chapters
Ch. 1 - A Review of General Chemistry
Ch. 2 - Molecular Representations
Ch. 3 - Acids and Bases
Ch. 4 - Alkanes and Cycloalkanes
Ch. 5 - Chirality
Ch. 6 - Thermodynamics and Kinetics
Ch. 7 - Substitution Reactions
Ch. 8 - Elimination Reactions
Ch. 9 - Alkenes and Alkynes
Ch. 10 - Addition Reactions
Ch. 11 - Radical Reactions
Ch. 12 - Alcohols, Ethers, Epoxides and Thiols
Ch. 13 - Alcohols and Carbonyl Compounds
Ch. 14 - Synthetic Techniques
Ch. 15 - Analytical Techniques: IR, NMR, Mass Spect
Ch. 16 - Conjugated Systems
Ch. 17 - Aromaticity
Ch. 18 - Reactions of Aromatics: EAS and Beyond
Ch. 19 - Aldehydes and Ketones: Nucleophilic Addition
Ch. 20 - Carboxylic Acid Derivatives: NAS
Ch. 21 - Enolate Chemistry: Reactions at the Alpha-Carbon
Ch. 22 - Condensation Chemistry
Ch. 23 - Amines
Ch. 24 - Carbohydrates
Ch. 25 - Phenols
Ch. 26 - Amino Acids, Peptides, and Proteins

Solution: Consider the structural formula of acetaldehyde below. (a) Give a chemical equation for the reaction between hydroxide ion (HO -) and acetaldehyde in which HO- acts as a Lewis base and acetaldehyde a

Problem

Consider the structural formula of acetaldehyde below.

(a) Give a chemical equation for the reaction between hydroxide ion (HO -) and acetaldehyde in which HO- acts as a Lewis base and acetaldehyde acts as a Lewis acid. IMPORTANT: The Lewis base that you give cannot be a Bronsted-Lowry base; the Lewis acid that you give cannot be a Bronsted-Lowry acid. Note: Use Lewis structures for each reactant/product and use curved arrows appropriately. 

 

 

 

 

 

(b) Using Lewis structures for each reactant and each product and using curved arrows appropriately to show the flow of electrons in the reactants, give a chemical equation for the reaction between hydroxide ion (HO -) and acetaldehyde in which HO- acts as a Bronsted-Lowry base and acetaldehyde acts as a Bronsted-Lowry acid. Do not give the same answer that you gave in the first part of this question.