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: One chair conformation of the sugar galactose is given below. Complete the tetrahedral representation by filling in the missing substituent groups. It is only necessary to show bonds to groups that are not hydrogen in your tetrahedral representation. Use wedges, dashed wedges, and normal lines as appropriate to show the stereochemistry clearly and unambiguously. Consider the oxygen atom that is part of the 6-membered ring to be your “reference” atom! Then, draw the conformation that will result upon “chair flip” of the given chair. Write your answer in the empty box on the right side of the page. Remember, the 6-membered ring includes an oxygen atom! Indicate which chair is more stable by marking the appropriate box with the symbol “X”.

Problem

One chair conformation of the sugar galactose is given below. Complete the tetrahedral representation by filling in the missing substituent groups. It is only necessary to show bonds to groups that are not hydrogen in your tetrahedral representation. Use wedges, dashed wedges, and normal lines as appropriate to show the stereochemistry clearly and unambiguously. Consider the oxygen atom that is part of the 6-membered ring to be your “reference” atom! Then, draw the conformation that will result upon “chair flip” of the given chair. Write your answer in the empty box on the right side of the page. Remember, the 6-membered ring includes an oxygen atom! Indicate which chair is more stable by marking the appropriate box with the symbol “X”.