JEE Main202229 Jun 2022Evening ShiftChemistryCarboxylic Acid DerivativesActual
In Friedel-Crafts alkylation of aniline, one gets:
Options
- Aalkylated product with ortho and para substitution.
- Bsecondary amine after acidic treatment.
- Can amide product.
- Dpositively charged nitrogen at benzene ring.
Correct answer
D. positively charged nitrogen at benzene ring.
Step-by-step solution
Aniline does not undergo Friedel-crafts reaction due to salt formation with aluminium chloride, the Lewis acid, which is used as a catalyst, whereas aniline is a strong base. So, an acid-base reaction will take place. Thus, aniline reacts with A l C l 3 to form a salt. Due to the positive charge on the nitrogen atom (shows - I effect and it is meta directing), electrophilic substitution in the benzene ring is deactivated. Hence, the Friedel-Crafts reaction will not take place in aniline.