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Reactions of Alkenes
(Carey, Chap. 6 +) |
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| Reaction | Product | Notes | |||||||||||||||||||||||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 
| carbocation intermediate rearrangement possible 
cyclic halonium ion, | no rearrangement Br2 diagnostic for C=C 
cyclic halonium ion, | no rearrangement 
carbocation intermediate | rearrangement possible 
synchronous add'n of | B & H, no rearrangement 
| 
Chap. 15 | concerted addition, 6 e- cyclic transition state 
epoxidation; | concerted addition 
alkene cleavage; | useful for structure elucidation 
alkene cleavage; | useful for structure elucidation 
| 
Chap. 9 | addition, followed by double E2 elimination of vicinal dihalide; prep. of alkynes 
Chap. 10 | allylic free radical; resonance-stabilized NBS = N-bromosuccinimide 
Chap. 10 | allylic carbocation; resonance-stabilized 1,2-adduct major with "kinetic control" 1,4-adduct major with "thermodyn. control" 
Chap. 10 | allylic carbocation; resonance-stabilized 1,2-adduct major with "kinetic control" 1,4-adduct major with "thermodyn. control" | |||||||||||||||||||||||||