|
Reactions of Alcohols - I
(Carey, Chap. 4 +) |
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| Reaction | Product | Notes | ||||||||||||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 
| Prep. of alkoxides; conjugate bases of pKa 16-18 acids 
SN1 subst. (2o & 3o); | carbocation intermediate rearrangement possible rel. rates: HBr > HCl; 3o > 2o 
SN2 subst.; | no rearrangement rel. rates: 1o > 2o 
SN2 subst.; | no rearrangement rel. rates: 1o > 2o 
Chap. 8 | sulfonate esters good leaving groups, (like halide) 
Chap. 5 | E1 elimination; carbocation intermediate rearrangement possible 
Chap. 10 | allylic carbocation resonance stabilized | ||||||||||||