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The correct stability order for the foll...

The correct stability order for the following is
`{:(CH_(3)-CH_(2)-overset(ɵ)(C)H_(2),CH_(3)-overset(ɵ)(C)H-CH_(3),Cl-CH_(2)-overset(ɵ)(C)H_(2),Ph-overset(ɵ)(C)H_(2)),(I,II,III,IV):}`

A

`IIIgtIVgtIgtII`

B

`IgtIIgtIIIgtIV`

C

`IVgtIIIgtIgtII`

D

`IIIgtIgtIVgtII`

Text Solution

AI Generated Solution

The correct Answer is:
To determine the correct stability order of the given carbanions, we need to analyze each structure based on the stability factors of carbanions, including inductive effects and resonance. ### Step-by-Step Solution: 1. **Identify the Structures**: - We have four carbanions to analyze: 1. \( CH_3-CH_2-\overset{•}{C}H_2 \) (Primary carbanion) 2. \( CH_3-\overset{•}{C}H-CH_3 \) (Secondary carbanion) 3. \( Cl-CH_2-\overset{•}{C}H_2 \) (Primary carbanion with a chlorine substituent) 4. \( Ph-\overset{•}{C}H_2 \) (Carbanion with a phenyl group) 2. **Analyze Inductive Effects**: - **Primary Carbanion** (\( CH_3-CH_2-\overset{•}{C}H_2 \)): This carbanion has no electron-withdrawing or stabilizing groups. It is the least stable due to the lack of resonance and inductive effects. - **Secondary Carbanion** (\( CH_3-\overset{•}{C}H-CH_3 \)): This carbanion is more stable than the primary one because it has more alkyl groups that can donate electron density through hyperconjugation, but it is still less stable than those with resonance. - **Chlorinated Carbanion** (\( Cl-CH_2-\overset{•}{C}H_2 \)): The chlorine atom has a strong -I (inductive) effect, which can help stabilize the negative charge by pulling electron density away from the carbanion, thus increasing its stability compared to the primary carbanion. - **Phenyl Carbanion** (\( Ph-\overset{•}{C}H_2 \)): The phenyl group can stabilize the carbanion through resonance. The negative charge can be delocalized over the aromatic ring, making this carbanion the most stable among the four. 3. **Rank the Stability**: - Based on the analysis: - **Most Stable**: \( Ph-\overset{•}{C}H_2 \) (IV) - **Next Stable**: \( Cl-CH_2-\overset{•}{C}H_2 \) (III) - **Less Stable**: \( CH_3-\overset{•}{C}H-CH_3 \) (II) - **Least Stable**: \( CH_3-CH_2-\overset{•}{C}H_2 \) (I) 4. **Final Stability Order**: - The correct order of stability is: \( IV > III > II > I \) - Therefore, the answer is \( Ph-\overset{•}{C}H_2 > Cl-CH_2-\overset{•}{C}H_2 > CH_3-\overset{•}{C}H-CH_3 > CH_3-CH_2-\overset{•}{C}H_2 \).

To determine the correct stability order of the given carbanions, we need to analyze each structure based on the stability factors of carbanions, including inductive effects and resonance. ### Step-by-Step Solution: 1. **Identify the Structures**: - We have four carbanions to analyze: 1. \( CH_3-CH_2-\overset{•}{C}H_2 \) (Primary carbanion) 2. \( CH_3-\overset{•}{C}H-CH_3 \) (Secondary carbanion) ...
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