Ch. 4 - Alkanes and CycloalkanesSee 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 cyclohexane derivative below and answer all associate questions. a) Complete the Newman projection looking down the direction indicated. Add all H's and alkyl groups in the correct positions directly on the scaffolds below. b) What is the R/S configuration of all three stereocenters, use the numbering above to indicate which center you are referring to. c) What is the conformation of each group in II (axial, equtorial)?  C1 t-butyl ______  C3 t-butyl _______  methyl  _________ d) Calculate all the interactions for each conformer. Use the table on the next page to assist you. CIRCLE which of the two forms is more stable. I _______________________________________ kcal/mol II _______________________________________ kcal/mol  

Problem

Consider the cyclohexane derivative below and answer all associate questions.

a) Complete the Newman projection looking down the direction indicated. Add all H's and alkyl groups in the correct positions directly on the scaffolds below.

b) What is the R/S configuration of all three stereocenters, use the numbering above to indicate which center you are referring to.

c) What is the conformation of each group in II (axial, equtorial)? 

C1 t-butyl ______  C3 t-butyl _______  methyl  _________

d) Calculate all the interactions for each conformer. Use the table on the next page to assist you. CIRCLE which of the two forms is more stable.

I _______________________________________ kcal/mol

II _______________________________________ kcal/mol