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2.) Would ethanol be a suitable solvent in which to perform the follow proton transfer? Explain your answer. - 2015 moto
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Answer #1

NO>

We cannot use ethanol as a solvent in this reaction .

NH2-, amide ion is a strong base which can deprotonate the alcoholic H(more acidic than alkyne H) easily to give ethoxide ion.

C2H5OH + NH2- -------------> NH3 + C2H5O-

Thus the solvent reacts first rather than the substrate alkyne.

So we use liquid NH3 as a solvent in this reaction , not ethanol.

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