Which of the following is true regarding the relative stability of carbocation and carbanion species as the number of alkyl substituents increases relative to hydride substituents?A.As the number of alkyl substituents increases, carbocation stability increases but carbanion stability decreases.B.As the number of alkyl substituents increases, carbocation stability decreases but carbanion stability increases.C.As the number of alkyl substituents increases, carbocation stability and carbanion stability both increase.D.As the number of alkyl substituents increases, carbocation stability and carbanion stability both decrease.
Question
Which of the following is true regarding the relative stability of carbocation and carbanion species as the number of alkyl substituents increases relative to hydride substituents?A.As the number of alkyl substituents increases, carbocation stability increases but carbanion stability decreases.B.As the number of alkyl substituents increases, carbocation stability decreases but carbanion stability increases.C.As the number of alkyl substituents increases, carbocation stability and carbanion stability both increase.D.As the number of alkyl substituents increases, carbocation stability and carbanion stability both decrease.
Solution
The correct answer is A. As the number of alkyl substituents increases, carbocation stability increases but carbanion stability decreases.
Here's why:
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Carbocations are positively charged species. Alkyl groups are electron-releasing in nature, meaning they can donate electron density. When the number of alkyl groups attached to a carbocation increases, they can donate more electron density to the positively charged carbon, stabilizing the carbocation.
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Carbanions, on the other hand, are negatively charged species. Alkyl groups, being electron-releasing, can increase the electron density around the negatively charged carbon when they are attached to a carbanion. This additional electron density can destabilize the carbanion, as like charges repel each other. Therefore, as the number of alkyl substituents increases, the stability of carbanions decreases.
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