I have read that aniline does not undergo Friedel–Crafts reaction because it complexes with Lewis acid $\ce{AlCl3}.$ Will it also react with $\ce{FeBr3}$ during bromination (to receive a 3-bromo substituted benzene)?

  • $\begingroup$ I was just about to ask a similar question as to why phenol doesn't react with Alcl3 and shows F.C reactions whereas o-cresol reacts with Alcl3(just like aniline) and doesn't show F.C reactions $\endgroup$ – user600016 Dec 12 '19 at 14:04
  • 1
    $\begingroup$ Have you tried reacting the aniline with acetyl chloride or acetic anhydride first? Conversion to an acetamide is one way to get avoid acid-base side reactions when doing EAS on an aromatic amine. $\endgroup$ – Oscar Lanzi Dec 12 '19 at 14:11
  • 1
    $\begingroup$ Oscar Lanzi - its a theoretical question, i do not do these reactions $\endgroup$ – Yahel Abraham Dec 12 '19 at 14:19
  • 2
    $\begingroup$ related chemistry.stackexchange.com/questions/87145/… $\endgroup$ – Mithoron Dec 12 '19 at 15:18

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Browse other questions tagged or ask your own question.