## Organic Chemistry (8th Edition)

Alkenes can be converted into alchols through the oxymercuration (and demercuration) synthesis pathway. In oxymercuration, OH$^-$ will be added to the more substituted vinylic carbon and H added to the lesser substituted vinylic carbon. This follows Markovnikov's Rule.
In the first reaction, the alkene is treated with mercury acetate. Protonation of the alkene double bond yields a carbocation intermediate. Further reaction with H$_2$, THF causes the carbocation to cease and OH is attached to the more substituted carbon while HgOAc is attached to the lesser. A final reaction is carried out with NaBH$_4$ which causes HgOAc to leave the compound and only an alcohol is left.