Riya posted an Question
July 06, 2021 • 02:22 am 30 points
  • IIT JAM
  • Chemistry (CY)

Why pyrrole is acidic like phenol ?

1 Answer(s) Answer Now
  • 0 Likes
  • 1 Comments
  • 0 Shares
  • comment-profile-img>
    Dinesh khalmaniya 1 Best Answer

    Pyrrole is weakly acidic compound (pKa = 17.5) due to the presence of imino hydrogen atom whereas Pyrrolyl anion is a strong base. Acidic character can be explained by two factors: (i) Due to greater s-character in the N-H bond in pyrrole the bonding electrons are held more strongly to the pyrrole nitrogen.

    images (9).png
    eduncle-logo-app

    can you please explain it in detail, I didn't get it clearly

    eduncle-logo-app

    where you have doubt?? here pyrrole N has lone pair while delocalised to make it aromatic and you know after removal of H nitrogen atom gets negative charge and we know that negative charge on more EN atom is highly stable also it has delocalisation. so CB is most stable and CAis more acidic

whatsapp-btn

Do You Want Better RANK in Your Exam?

Start Your Preparations with Eduncle’s FREE Study Material

  • Updated Syllabus, Paper Pattern & Full Exam Details
  • Sample Theory of Most Important Topic
  • Model Test Paper with Detailed Solutions
  • Last 5 Years Question Papers & Answers