propan2olate

Propan2olate refers to the conjugate base of isopropanol, also known as isopropyl alcohol. Its chemical formula is typically written as (CH3)2CHO-. It is formed when isopropanol loses a proton (H+). Propan2olate is a strong base and a nucleophile. It is often generated in situ by reacting isopropanol with a strong base such as sodium hydride or an alkali metal like sodium.

The propan2olate anion is a common reagent in organic chemistry, particularly in reactions involving deprotonation or nucleophilic substitution. For example, it can be used to deprotonate weakly acidic compounds. As a nucleophile, it can attack electrophilic centers, leading to the formation of new carbon-oxygen bonds. Its use is widespread in various synthetic transformations, including ether synthesis and esterification reactions.

Due to its strong basicity, it must be handled with care and typically in anhydrous conditions to avoid unwanted reactions with water. The solubility of propan2olate salts depends on the counterion. For instance, sodium propan2olate is soluble in isopropanol and other polar organic solvents. The reactivity and stability of propan2olate are influenced by factors such as solvent, temperature, and the presence of other reactive species.