The electrophilic substitution response will not occur due to the fact this will result in the occurrence of a easy chemical reaction between the phenylamine and the hydrochloric acid to form phenylammonium chloride. There will, therefore, be no aniline to take part in the substitution reaction.
C6H5HN2 + HCl → C6H5NH3 + Cl-
a. (2,4-Dinitrophenyl)hydrazine
b. No reaction
N-Phenyl-2, 4, 6-trinitrobenzene
Benzyne forms only when compelled conditions, e.g., strong base, is used during nucleophilic fragrant substitution. The strong base is capable of abstracting the proton subsequent to the leaving group, and this results in the formation of benzyne (benzene+ alkyne). In our experiments, aniline, which is a weak base, is used therefore the formation of our desired product N-(2, 4-dinitrophenyl) aniline.
Mechanism and resonance formed