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JEE Main2026Jan 24, Shift 1Chemistry
Q.

Arrange the following carbanions in the decreasing order of stability

[ADD IMAGE: Five para-substituted benzyl carbanion structures. I: p-Br-C6H4-CH2(-). II: C6H5-CH2(-) (plain benzyl carbanion). III: p-CH3O-C6H4-CH2(-). IV: p-CHO-C6H4-CH2(-). V: p-CH3-C6H4-CH2(-).]

Choose the correct answer from the options given below :

  1. A

    I > II > IV > V > III

  2. B

    I > IV > II > V > III

  3. C

    IV > I > II > V > III

  4. D

    IV > II > I > III > V

Solution

Carbanions are stabilised by electron-withdrawing groups (which delocalise the negative charge) and destabilised by electron-donating groups.

Ranking by substituent:

IV (, strong ): most stabilising → most stable

I (, effect dominant over weak ): mildly stabilising

II (, no effect): reference

V (, weak , ): mildly destabilising

III (, strong ): most destabilising → least stable

Order: IV > I > II > V > III.

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