Question

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Questions 1. Draw the mechanism of the formation of the diazonium salt from sulfanilic acid. 2. Draw the mechanism of the reaction of N,N-dimethylaniline and the diazonium salt of sulfanilic acid to form the azo dye.

Answer 1

Answer I- Mechanism ob Pormahon os diazonium saltos sulkanilic aaid -N42 C03 NEN CIO 2. NaNon Mechanismm Na Na + t70 Na Na No2 + ecl te-No2 Nac D=N-OH-+H-c CONH N-N=O Na No N.N=O t-Ci -40 N -NEN C diazohzed sul leonlic aeid

2 Fomahon ok azodye From N,N-dimethyl aniline and diazonium salt ob sulfanilic aui d NEN NoO me Na + mechanism Cie me Na e NEN me me HCI +HO Ne 3.) Dimethyl Gniline Couple oith clia2onium salt a thelpasitan tos the sing Pata Explanahean N,N-dimethyl qroup (Nme,) is electicn dumahing grawp. 1+ has esmance esect (+R) and it is orthol Paea direcbng The electrm dmh'ng bulky in nature At the re is stenic hindrance present ols Nme gsoup. goup. The electrophle cdiqzonium salt is e Ortho posib co Therelsore, due large steric hindrance at octho posinm, the dimethy aniline doesnot couple coith eliazonium salt at ortho pos1bin On other hancl, at pasa posibc there is no edenic hincrance f the attack ob electsophi le easily coith diazonium salt at the pasq posicm os the ing Thu cimethy Gpline Couple Occuss 0) steeic bndrance Present a Hack os eleckuphu le not easy at O-Pooim (o) No stearc huncha nce aHtack es electsaphile easy at P posihc No Peakn m Ni trogen Couplina not fossible con N also

4) Answer The cliazonium salt soluhon ok sulkanilic aeid, cohen added with Cu (I)cl gives P-chlososulbanilic aeid Pooduct Cucl NEN Cie This is example ok Sandmoyen Reachcn an Other Reachons os aryl diq zonium salt NABEA P NEN CuB A oh KI Cucle CuCN CN CN + N2