Organic Chemistry Practice Problems and Problem Sets
alcohols
The alcohol below is protonated and contains an oxygen with a positive charge. Using curved arrows, show the two "legal moves" that result in a neutral oxygen.
Protonation is a common first step in mechanisms. When you have a protonated alcohol, it's likely that either:
The alcohol will deprotonate to form a neutral alcohol (right), or
The alcohol will leave as a neutral molecule to form a carbocation.
Either one is possible. If you're not sure which one happens, remember that when writing out mechanisms, never go backwards- don't draw structures you have drawn before.
MendelSet practice problem # 518 submitted by Matt on June 30, 2011.