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
