Organic chem. help!

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mariposas905

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Why is it that carbocations are more stable due to electron-donating alkyl groups, but conjugate bases are less stable due to the same alkyl groups? Conjugate bases of acids are more stable with inductive effects instead (electron withdrawing groups), making the acid more stronger.

I don't get this opposite relationship in this case.

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Carbocation is a + charge (less electron) so electron donating group stabilizes the + by adding electron density. Bases have a - charge (more electron) so the electron donating group will add even more - charge and these charges repel each other, lowers the stability.
 
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