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Question

Arrange the carbon ions, (CH3)3¯C,¯CCl3,(CH3)2¯CH,C6H5¯CCH2 in order of their decreasing stability.

A
(CH3)2¯CH>CCl3>C6H5¯CH2>(CH3)3¯C
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B
¯CCl3>C6H5¯CH2>(CH3)2¯CH>(CH3)3¯C
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C
(CH3)3¯C>(CH3)2¯CH>C6H5¯CH2>¯CCl3
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D
C6H5¯CH2>¯CCl3>(CH3)3¯C>(CH3)2¯CH
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Solution

The correct option is C ¯CCl3>C6H5¯CH2>(CH3)2¯CH>(CH3)3¯C
The decreasing order for the stability of carbanion is ¯CCl3>C6H5¯CH2>(CH3)2¯CH>(CH3)3¯C
¯CCl3 is most stable as electron withdrawing chlorine atoms decrease the electron density on negatively charged C atom. C6H5¯CH2 is also stable as the negative charge is delocalised over benzene ring and is dispersed. (CH3)3¯C is least stable as 3 methyl groups increase the electron density (through +I effect) on negatively charged C atom.

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