Allylaattiioni

Allylaattiioni is the deprotonated form of allyl alcohol, also known as prop-2-en-1-olate. It is an organic anion with the chemical formula C3H5O-. The negative charge resides on the oxygen atom, and the molecule contains a double bond between the first and second carbon atoms of the allyl group. This double bond is conjugated with the negative charge on the oxygen, leading to resonance stabilization. The allyl group is a three-carbon chain with a terminal double bond.

Allylaattiioni is a reactive intermediate and a strong nucleophile due to the delocalized negative charge. It can be formed by the deprotonation of allyl alcohol using strong bases such as sodium hydride or organolithium reagents. The formation of allylaattiioni is a key step in various organic reactions, particularly those involving nucleophilic substitution and addition. It participates in reactions like alkylation and acylation, where it attacks electrophilic centers.

While allylaattiioni itself is not typically isolated as a stable compound, its presence is inferred in reaction mechanisms. Its reactivity is influenced by the resonance structures that contribute to its stability, distributing the negative charge across the oxygen and the terminal carbon of the allyl group. This resonance makes it a versatile reagent in organic synthesis for the formation of new carbon-oxygen and carbon-carbon bonds.