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

Hydrogenation Retrosynthesis

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Sections
Alkene Stability
Zaitsev Rule
Dehydrohalogenation
Double Elimination
Acetylide
Hydrogenation of Alkynes
Dehydration Reaction
POCl3 Dehydration
Alkynide Synthesis
Additional Practice
Hofmann Elimination of Alkyl Fluorides
Debromination
Isomerization of Alkynes
Dissolving Metal Reduction Mechanism
Hydrogenation Retrosynthesis
Alkynide Retrosynthesis
Bredt's Rule
Additional Practice

Solution: Compounds A and B are isomers of molecular formula C9H19Br. Both yield the same alkene C as the exclusive product of elimination on being treated with potassium  tert -butoxide in dimethyl sulfoxide. Hydrogenation of alkene C gives 2,3,3,4-tetramethylpentane. What are the structures of compounds A and B and alkene C?    
 

Solution: Compounds A and B are isomers of molecular formula C9H19Br. Both yield the same alkene C as the exclusive product of elimination on being treated with potassium  tert -butoxide in dimethyl sulfoxide.

Problem

Compounds A and B are isomers of molecular formula C9H19Br. Both yield the same alkene C as the exclusive product of elimination on being treated with potassium  tert -butoxide in dimethyl sulfoxide. Hydrogenation of alkene C gives 2,3,3,4-tetramethylpentane. What are the structures of compounds A and B and alkene C?    
 

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Practice Problems
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Compound F has the molecular formula C5H8 and is o...
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Which of the following provides an efficient metho...
Four different cycloalkenes will all yield methylc...
An alkane with the formula C6H14 can be prepared b...
Catalytic hydrogenation of 1,4-dimethylcyclopenten...
Hydrogenation of 3-carene is, in principle, capabl...
On being heated with a solution of sodium ethoxide...
Compound A (C7H15Br) is not a primary alkyl bromid...
Compounds A and B are isomers of molecular formula...
Alcohol A (C10H18O) is converted to a mixture of a...
A mixture of three alkenes (A, B, and C) was obtai...
Which reagents below would be used to convert 2-pe...Draw the three alkenes, each of formula C5H10, tha...