Deprotonation is a chemistry term that refers to the removal of a proton (hydrogenion H+) from a molecule, forming the conjugate base. The relative ability for a molecule to give up a proton is measured by a pKa value. A low pKa value indicates that the compound is acidic and will easiy give up its proton to a base. The pKa of a compound is determined by many things, but most significantly impacted by the conjugate base's ability (or inability) to stabilize the negative charge through resonance. Chemistry (in Greek: χημεία) is the science of matter that deals with the composition, structure, and properties of substances and with the transformations that they undergo. ... Properties In physics, the proton (Greek proton = first) is a subatomic particle with an electric charge of one positive fundamental unit (1. ... General Name, Symbol, Number hydrogen, H, 1 Chemical series nonmetals Group, Period, Block 1, 1, s Appearance colorless Atomic mass 1. ... An ion is an atom or group of atoms with a net electric charge. ... A molecule is something that Lelea has in her room in Chase. ... In the field of chemistry, in the Brønsted-Lowry (protonic) theory of acids and bases, a conjugate base is the basic member, X-, of a pair of compounds that differ only by the presence or absence of a proton at a certain position. ... In chemistry and biochemistry, acid dissociation constant, the acidity constant, or the acid-ionization constant () is a specific type of equilibrium constant that indicates the extent of dissociation of hydrogen ions from an acid. ... Resonance structures are diagrammatic tools in organic chemistry to symbolize resonant bonds between atoms in molecules. ...
Where the proton is not particularly acidic, and as such, the molecule does not give up its proton easily, a base stronger than the commonly known hydroxides are required.
Hydrides are one of the many types of powerful deprotonating agents.
Deprotonation of α-carbonyl carbon gives a delocalized "carbanion" where the negative charge lies mainly at the enolate oxygen that is derived from the neutral carbonyl oxygen at the substrate.
The deprotonation of the α-CH and α-CH OD groups of hydroxyacetone and the α-CH groups of acetone in the presence of acetate buffer and zinc chloride in D
provides 6.3 and 4.4 kcal/mol stabilizations, respectively, of the transition states for deprotonation of the α-CH OD and α-CH groups of hydroxyacetone by acetate anion (Scheme 2), and a smaller 3.3 kcal/mol stabilization of the transition state for deprotonation of the α-CH group of acetone.
Feeds |
Contact