acid-catalyzed reaction
reaction that occurs under acidic conditions with a proton donor
aldehyde
organic compound that contains a carbonyl group () bound to one alkyl () fragment and one hydrogen atom, with or stoichiometry
alpha carbon
carbon that is directly attached to the carbonyl group (on either side)
alpha proton
any proton (H+) joined to an alpha carbon
base-catalyzed reaction
reaction that occurs under basic conditions with a proton acceptor
carbonyl
functional group in which a carbon atom is double-bonded to an oxygen atom
carboxylic acid
compound that contains an alkyl or aryl group (R) attached to a carboxyl group ()
deprotonate
to remove a hydrogen ion (H+) to form the conjugate base of a compound
enol
compound that has a (-ene) bond as well as a hydroxyl (OH) group (-ol)
enol form
compound that has an alcohol in the equilibrium between a carbonyl and an enol
enolate
anion formed when an alpha hydrogen in the molecule of an aldehyde or a ketone is removed as a hydrogen ion
intramolecular proton transfer
single-step mechanistic process that moves a hydrogen atom from one atom within a molecule to another atom within the same molecule
keto form
compound that has a carbonyl in the equilibrium between a carbonyl and an enol
keto-enol tautomerism
chemical equilibrium between a ketone or aldehyde and an enol
ketone
organic compound that contains a carbonyl group () bound to two alkyl () fragments, which can be the same (R and R) or different (R and R′) with or RCOR′ stoichiometry
protonate
to add a hydrogen ion (H+) to form the conjugate acid of a compound
tautomer
one of two or more constitutional isomers that differ only in the placement of a single proton