Ch. 8 - Elimination ReactionsWorksheetSee 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

We just tackled the anti-coplanar requirement for E2 reactions. Now, let's see if you can draw the correct final products using the same molecules we've seen in the past. Good luck!

Concept #1: E2 Cumulative Intro

A. Provide the full mechanism and draw the final product for the following E2 reaction.

B. Provide the full mechanism and draw the final product for the following E2 reaction.

C. Provide the full mechanism and draw the final product for the following E2 reaction.

Great job guys. :)

 

Keep up the awesome work and you will be pro's at the E2 reaction in no time.

Additional Problems
Choose the compound of molecular formula C 7H13Br that gives each alkene shown as the exclusive product of E2 elimination.  
Choose the compound of molecular formula C 7H13Br that gives each alkene shown as the exclusive product of E2 elimination.  
Choose the compound of molecular formula C 7H13Br that gives each alkene shown as the exclusive product of E2 elimination.  
Give the structures of two different alkyl bromides both of which yield the indicated alkene as the exclusive product of E2 elimination.  
When (3R, 4S)-4-bromo-3-methylheptane is treated with strong base, such as potassium tert-butoxide in tert-butanol at 100 °C an elimination reaction takes place and produces one major product and two minor products. A. Draw the correct structure for the starting material.     B. Draw the structure of the thermodynamically-favored major product.     C. Draw the structures of two kinetically-favored minor products.     D. The formation of the thermodynamic product occurs through a stereoselective mechanism. In 1-2 sentences explain why this mechanism is stereoselective.     E. One of the minor products is formed in higher yield than the other minor product. In 1-2 sentences explain why this minor product is formed in higher yield in terms of the relative thermodynamic stability of the two products. You must adequately account for the different factors that affect stability.    
Propose a mechanism for the following reaction.
One of the stereoisomers below undergoes E2 reactions in the presence of a stong base MUCH faster than the other. (Selecting the correct isomer is not enough to earn points on this question! Your explanation should be sufficiently clear and complete that the reader/grader is left with no doubt that you understand.) Construct both the chair and its flipped conformer for the two stereoisomers below Determine which stereoisomer will have the faster rate of reaction:           a)         or         b) Explain this observation mechanistically using full sentences making sure to answer the question of WHY one will undergo an E2 reaction faster than the other.
Compare the following reactions and decide which reaction in each pair would occur faster. Write your answer and concisely defend your choice. No reasoning, no points.  
Provide the full mechanism and draw the final product for the following E2 reaction. 
Provide the full mechanism and draw the final product for the following E2 reaction. 
Provide the full mechanism and draw the final product for the following E2 reaction. 
Which of the following statements applies to the E2 mechanism? a) It proceeds through the more stable carbocation intermediate. b) It occurs with racemization of stereochemistry. c) The C-H and C-X bonds that break must be anti. d) It occurs with inversion of stereochemistry. e) Use of a bulky base gives the more highly substituted alkene product.