Arrange the carbanions, (CH_3)_3 C, CCl_3, (CH_3)_2 CH, C_6H_5 CH_2, in order of their decreasing stability :

JEE Main 2009 Chemistry question

Arrange the carbanions, , , , , in order of their decreasing stability :

(1)C_6H_5\bar CH_2 > \bar CCl_3 > (CH_3)_3\bar C > (CH_3)_2\bar CH
(2)(CH_3)_2\bar CH > \bar CCl_3 > C_6H_5\bar CH_2 > (CH_3)_3\bar C
(3)\bar CCl_3 > C_6H_5\bar CH_2 > (CH_3)_2\bar CH > (CH_3)_3\bar CCorrect
(4)(CH_3)_3\bar C > (CH_3)_2\bar CH > C_6H_5\bar CH_2 > \bar CCl_3

Answer: (3)

Solution

Carbanions are stabilised by electron-withdrawing groups and destabilised by electron-donating alkyl groups. is strongly stabilised by the −I effect of three Cl atoms; benzyl is

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Question ID VK-039149