CAS 1020-39-9: N-(2-Chlorophenyl)benzamide

N-(2-Chlorophenyl)benzamide is a phenanthridone that reacts with chlorides in the presence of anilines to form singlet carbonyls. The photocyclization of these carbonyls yields an electron-deficient product that can be converted to a reactive electrophile by the addition of chlorine. This electrophilic species reacts with electron-rich aromatic compounds, such as phenols and benzene, to produce substitution products. The reaction rate for this process is dependent on the isotope effect, which is the change in reactivity due to changes in the mass number of atoms. The use of deuterium chloride instead of hydrogen chloride provides a kinetic isotope effect, which enhances the reaction rate.