tosülaat

Tosylate, also known as p-toluenesulfonate, is an anion or a functional group with the formula CH3C6H4SO3-. It is the conjugate base of p-toluenesulfonic acid, a strong organic acid. In organic chemistry, the tosylate group is often used as a leaving group in substitution and elimination reactions. This is because it is a good leaving group due to the resonance stabilization of the negative charge across the sulfonate group. Tosylate esters are commonly formed by reacting alcohols with tosyl chloride (p-toluenesulfonyl chloride) in the presence of a base, such as pyridine. These tosylate esters are more reactive than the corresponding alcohols and can be readily displaced by nucleophiles. The tosylate anion itself is a stable species and is often found as a counterion in salts. It is soluble in water and many organic solvents. The tosylate group is widely used in the synthesis of various organic compounds, including pharmaceuticals, agrochemicals, and polymers. It is a versatile reagent that allows for controlled chemical transformations.