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: Based on the molecule (A) shown below (bromine on C1 and chlorine on C5), answer the following questions. a) Draw the flipped chair conformation (B) of the molecule (A). Which one is more stable? Why

Problem

Based on the molecule (A) shown below (bromine on C1 and chlorine on C5), answer the following questions.

a) Draw the flipped chair conformation (B) of the molecule (A). Which one is more stable? Why (the name of specific interaction?

b) Draw all other possible configurational isomers of (A) below. Bromine should be placed always in the axial
position
. In addition, circle “cis” or “trans” for each isomer and “R” or “S” for C1 and C5 configuration.

c) Please circle the relationship(s) below between those chair conformations you drew in (b)?
           Enantiomers, Diastereomers, Constitutional isomers, Conformational isomers