Reactions
Reactants Reagents Products Help
CCO Magnify Br[P](Br)Br
CCBr Magnify

CC[C@@H](C)O Magnify Br[P](Br)Br
CC[C@H](C)Br Magnify

Note: Inversion of stereocenter by Sn2 mechanism



CC(C)(C)O Magnify Br[P](Br)Br
CC(C)(C)Br Magnify

DISFAVORED: Tertiary alcohols are too sterically hindered for substitution reactions



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