Ch. 4 - Alkanes and CycloalkanesWorksheetSee 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: The conformations of (+)-epichlorohydrin ( 1), viewed along the Ca—Cb bond, can be analyzed in exactly the same manner as the acyclic alkanes discussed in Chapter 4 (J. Phys. Chem. A 2000, 104, 6189–6196). (c) The most stable conformation of 1,2-dichloropropane exhibits a methyl group that is anti to a chlorine atom. Using this information, identify the most stable conformation of 1 and justify your choice.

Problem

The conformations of (+)-epichlorohydrin ( 1), viewed along the Ca—Cb bond, can be analyzed in exactly the same manner as the acyclic alkanes discussed in Chapter 4 (J. Phys. Chem. A 2000, 104, 6189–6196).

(c) The most stable conformation of 1,2-dichloropropane exhibits a methyl group that is anti to a chlorine atom. Using this information, identify the most stable conformation of 1 and justify your choice.