Reactions
Reactants Reagents Products Help
CC(=O)O Magnify O=S(Cl)(Cl).n1ccccc1
CC(=O)Cl Magnify

Note: Conversion of a carboxylic acid into a much more reactive acid chloride
CCO Magnify O=S(Cl)(Cl).n1ccccc1
CCCl Magnify
CC[C@@H](C)O Magnify O=S(Cl)(Cl).n1ccccc1
CC[C@H](C)Cl Magnify

Note: Inversion of stereocenter by Sn2 mechanism
CC(C)(C)O Magnify O=S(Cl)(Cl).n1ccccc1
CC(C)(C)Cl Magnify

DISFAVORED: Tertiary alcohols are too sterically hindered for substitution reactions
(0.062 sec) Link