Nitration of aromatic compounds by tetranitratotitanium(IV) in carbon tetrachloride solution
Abstract
Tetranitratotitanium(IV) reacts with some simple aromatic compounds of a wide range of expected reactivity in carbon tetrachloride solution at room temperature to give good yields of nitro-compounds. Results of direct rate measurements, competition studies, and determinations of isomeric product proportions are reported. The anomaly of the low intermolecular and high intramolecular selectivity of the substitution is discussed, and the existence of at least three stages of reaction is established. A special mechanism of nitration by this reagent is proposed to account for these observations.