Ch. 13 - Alcohols and Carbonyl CompoundsWorksheetSee 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 acetone given below.a) Using Lewis structures for each reactant and each product and using curved arrows appropriately to show the flow of electrons in the reactants

Problem

Consider the structural formula of acetone given below.

a) 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 acetone in which HO acts as a Lewis base and acetone acts as a Lewis acid. IMPORTANT: For this part a of problem 8, the Lewis base that you give cannot also be a Brønsted-Lowry base; the Lewis acid that you give cannot also be a Brønsted-Lowry acid.

 

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 acetone in which HO acts as a Brønsted-Lowry base dehyde acts as a Brønsted-Lowry acid. Do not give the same answer that you gave in part a of this problem.

 

Recall that for a Lewis structure, you must show all atoms, all bonding valence electrons, all nonbonding valence electrons, and all nonzero formal charges.