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Stability of Carboanions Video Lecture | Chemistry for GRE Paper II

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FAQs on Stability of Carboanions Video Lecture - Chemistry for GRE Paper II

1. What is the stability of carboanions?
Ans. Carboanions are negatively charged carbon species. Their stability depends on factors such as the electronegativity of the attached atoms, the presence of electron-withdrawing groups, and the resonance stabilization. Carboanions with more electronegative atoms or groups attached to the carbon atom are generally more stable. Resonance structures can also contribute to the stability of carboanions by delocalizing the negative charge.
2. How does the electronegativity of attached atoms affect the stability of carboanions?
Ans. The electronegativity of the attached atoms in carboanions plays a crucial role in determining their stability. Electronegative atoms, such as oxygen or halogens, can withdraw electron density from the carbon atom, thereby stabilizing the carboanion. This is because the negative charge is more dispersed over the electronegative atom, reducing the electron density on the carbon atom and making it less reactive.
3. What is the impact of electron-withdrawing groups on the stability of carboanions?
Ans. Electron-withdrawing groups (EWGs) can enhance the stability of carboanions. EWGs are functional groups that have a high affinity for electrons and can withdraw electron density from the carbon atom. This reduces the electron density on the carbon atom and stabilizes the negative charge of the carboanion. Examples of EWGs include nitro groups, cyano groups, and carbonyl groups.
4. How does resonance stabilization contribute to the stability of carboanions?
Ans. Resonance stabilization is an important factor in determining the stability of carboanions. Carboanions can have multiple resonance structures, where the negative charge is delocalized over different atoms in the molecule. This delocalization of charge spreads the negative charge over a larger area, making the carboanion more stable. The more resonance structures a carboanion has, the greater its stability.
5. Are all carboanions equally stable?
Ans. No, not all carboanions are equally stable. The stability of carboanions depends on various factors, including the electronegativity of attached atoms, the presence of electron-withdrawing groups, and the extent of resonance stabilization. Carboanions with more electronegative atoms, more electron-withdrawing groups, and greater resonance stabilization are generally more stable. However, the specific structure and context of the carboanion also play a role in determining its stability.
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