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Arrange the following carbanions in orde...

Arrange the following carbanions in order of their decreasing stability.
(A) `H_(3)C-C -=C^(-)`
(B) `H-C-=C^(-)`
(C) `H_(3)C–CH_(2)^(-)`

A

`A gt B gt C`

B

`B gt A gtC`

C

`C gt B gtA`

D

`C gtA gt B`

Text Solution

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The correct Answer is:
To determine the stability of the given carbanions, we will analyze the hybridization of the carbon atoms and the effects of substituents on their stability. ### Step-by-Step Solution: 1. **Identify the Structures of the Carbanions**: - (A) `H3C-C≡C^(-)` (Carbanion with a triple bond) - (B) `H-C≡C^(-)` (Carbanion with a triple bond) - (C) `H3C-CH2^(-)` (Carbanion with a single bond) 2. **Determine the Hybridization**: - In (A), the carbon with the negative charge is sp-hybridized because it is part of a triple bond. - In (B), the carbon with the negative charge is also sp-hybridized for the same reason. - In (C), the carbon with the negative charge is sp3-hybridized because it is part of a single bond. 3. **Analyze the Electronegativity and Stability**: - The stability of carbanions is influenced by the hybridization of the carbon atom bearing the negative charge. - sp-hybridized carbon (like in A and B) has higher electronegativity compared to sp3-hybridized carbon (like in C). Therefore, carbanions with sp-hybridized carbons are generally more stable than those with sp3-hybridized carbons. 4. **Consider the Inductive Effects**: - In (A), the presence of the `CH3` group can exert a +I (inductive) effect, which can destabilize the negative charge on the adjacent carbon. - In (B), there are no such groups to destabilize the negative charge, making it more stable than (A). - In (C), the negative charge on the sp3 carbon is less stable due to the high s-character and the lack of any stabilizing groups. 5. **Order the Stability**: - From the analysis, we can conclude that: - (B) is the most stable due to the absence of destabilizing groups. - (A) is less stable than (B) because of the destabilizing +I effect from the `CH3` group. - (C) is the least stable due to the sp3 hybridization and lack of stabilizing effects. ### Final Order of Stability: **(B) > (A) > (C)**

To determine the stability of the given carbanions, we will analyze the hybridization of the carbon atoms and the effects of substituents on their stability. ### Step-by-Step Solution: 1. **Identify the Structures of the Carbanions**: - (A) `H3C-C≡C^(-)` (Carbanion with a triple bond) - (B) `H-C≡C^(-)` (Carbanion with a triple bond) - (C) `H3C-CH2^(-)` (Carbanion with a single bond) ...
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