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This tag should be applied to questions concerning acid and base reactions. An acid is capable of donating a hydron/ proton (Brønsted acid) or capable of forming a covalent bond with an electron pair (Lewis acid). A base on the other hand is a chemical species/ molecular entity having an available pair of electrons capable of forming a covalent bond with a hydron/ proton (Brønsted base) or with the vacant orbital of some other species (Lewis base).

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Can ethanol be both a Lewis base and a Lewis acid?

I'm asked to determine if ethanol is a Lewis acid, Lewis base, or both. Since $\ce{O}$ has two lone pairs of electrons I would think that it could act as a base, since they could easily be donated. …
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