Chapter 14 reactions Flashcards
Alkene to epoxide
peroxyacid epoxidation, MCPBA
ether to 2alkyl halides
Cleavage of ether by excess H-X
Alkene to ether
Alkoxymercuration HgOAc2, R-OH, NaBH4
Alcohol to ether
Williamson-ether synthesis, Na+, R-X or R-OTs
epoxide to alkoxy alcohol
Acid catalyzed opening of epoxide using ROH
Alkene to Halohydrin to epoxide
Cylization of Halohydrin, Br2 +H2O to form halohydrin, then strong base to form epoxide.
Alcohol to alkoxide
Na+ metal
Synthesis of sulfide
Thiolate ion as nucleophile in williamson ether synthesis
acid catalyzed epoxy-opening using HX
Acid catalyzed opening in water
epoxide opening with organometallics
base catalyzed opening with alkoxide
base promoted cyclization of halohydrins