1. Chapter 7 Alkenes and Alkynes 1 Properties and Synthesis.
Elimination Reactions of Alkyl Halides

2. Carbocation Stability and Transition State

3. Carbocation Stability and the Transition State
The transition state that leads to the tertiary carbocation is lowest in free energy because it resembles the most stable product
Secondary is not easily dehydrated and so as primary alcohol

4. Carbocation Stability and The Transition State

5. A Mechanism for Dehydration of Primary Alcohols: An E2 Reaction

6. A Mechanism for Dehydration of Primary Alcohols: An E2 Reaction

7. Rearrangements during Dehydration of Secondary Alcohols

8. Mechanism

9. The rearrangement of Carbocation
Methyl group migrates with its pair of electrons (-:CH3 ion)
1,2 shift

10. The arrangement of Carbocation

11. The arrangement of Carbocation

12. Example
Acid-catalyze dehydration of neopentyl, (CH3)3CCH2OH, yields 2-methyl-2-butene as the major product. Outline a mechanism showing all steps in its formation

13. Rearrangement after Dehydration of a Primary Alcohol

14. Rearrangement after Dehydration of a Primary Alcohol

15. Rearrangement after Dehydration of a Primary Alcohol