Ch. 9 - Alkenes and AlkynesWorksheetSee 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: A mixture of three alkenes (A, B, and C) was obtained by dehydration of 1,2-dimethyl cyclohexanol. The composition of the mixture was A (3%), B (31%), and C (66%). Catalytic hydrogenation of A, B, or C gave 1,2-dimethylcyclohexane. The three alkenes can be equilibrated by heating with sulfuric acid to give a mixture containing A (0%), B (15%), and C (85%). Identify A, B, and C.   

Problem

A mixture of three alkenes (A, B, and C) was obtained by dehydration of 1,2-dimethyl cyclohexanol. The composition of the mixture was A (3%), B (31%), and C (66%). Catalytic hydrogenation of A, B, or C gave 1,2-dimethylcyclohexane. The three alkenes can be equilibrated by heating with sulfuric acid to give a mixture containing A (0%), B (15%), and C (85%). Identify A, B, and C.