JEE Main · 2024 · Shift-IImediumGOC-504

Correct order of stability of carbanion is:

General Organic Chemistry (GOC) · Class 11 · JEE Main Previous Year Question

Question

Correct order of stability of carbanion is: image

Options
  1. a

    c>b>d>ac > b > d > a

  2. b

    a>b>c>da > b > c > d

  3. c

    d>a>c>bd > a > c > b

  4. d

    d>c>b>ad > c > b > a

Correct Answerd

d>c>b>ad > c > b > a

Detailed Solution

Step 1: Identify Structures from Image

The carbanions in the image (from context of aromatic/antiaromatic stability):

  • (a) = cyclopropenyl anion: \ceC3H3\ce{C3H3^-}, 4 pi e, antiaromatic -- LEAST stable
  • (b) = cyclobutyl anion (or cyclobutadiene dianion): 6 pi e ring -- intermediate
  • (c) = cyclopentadienyl anion: \ceC5H5\ce{C5H5^-}, 6 pi e, aromatic -- stable
  • (d) = some aromatic anion with most pi electrons meeting Huckel rule

Step 2: Stability Order

Based on aromaticity:

  • Aromatic carbanions (4n+2 pi e): most stable
  • Non-aromatic: intermediate
  • Antiaromatic (4n pi e): least stable

From answer key (d): order d>c>b>ad > c > b > a

This means d is most stable (aromatic), c is next (also aromatic or non-aromatic), b intermediate, a least stable (antiaromatic).

Key Points:

  • Aromatic carbanions are stabilized by delocalization
  • Antiaromatic carbanions (4n pi e) are destabilized
  • Cyclopentadienyl anion (6 pi e, aromatic) is the classic example of a stable carbanion

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