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The stability of carbanions in the follo...

The stability of carbanions in the following:

A

`iv gt ii gt iii gt i`

B

`igt iii gt ii gt iv`

C

`i gt ii gt iii gt iv`

D

`ii gt iii gt iv gt i`

Text Solution

Verified by Experts

The correct Answer is:
C

The stability of the carbanion decreases as the electronegativity of the carbon carrying the-ve charge decreases or the hybridization of the carbon carrying the -ve charge changes from `sp -sp^2 - sp^3`. Thus, `RC -= C^(-)` (i) is the most stable while `R_3C - CH_2^(-)` (iv) is the least stable carbanion. The carbona atom carrying the -ve charge in both `C_6H_5^(-) and R_2 C = CH^(-)" is " sp^2`- hybridized. Out of these two, `R_2C = CH^(-)` (iii) is less stable than `C_6H_5^(-)` (ii) due to +I effect of the two R groups. Thus, teh overall stability decreases in the order : (i) > (ii) > (iii) > (iv), ie, option (C) is correct.
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Knowledge Check

  • The stability of carbanions in the order: I. RC-=C II. III. R_(2)C=CH IV. R_(3)C-CH_(2)

    A
    I `gt` II `gt` III `gt` IV
    B
    II `gt` III `gt` IV `gt` I
    C
    IV `gt` II `gt` III `gt` I
    D
    I `gt` III `gt` II `gt` IV
  • The stability towards dehydration of the following compounds decreases-in the order

    A
    `I gt II gt III gt IV`
    B
    `I gt IV gt III gt II`
    C
    `IV gt II gt I gt III`
    D
    `II gt III gt IV gt I`
  • The stability towards dehydration of the following compounds decreases-in the order

    A
    A. `I gt II gt III gt IV`
    B
    B. `I gt IV gt III gt II`
    C
    C. `IV gt II gt I gt III`
    D
    D. `II gt III gt IV gt I`
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