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evablogger [386]
4 years ago
14

Select the best explanation for why methanol, CH3OH, cannot be used as a solvent for the deprotonation of a terminal alkyne by s

odium amide, NaNH2.
A. Methanol is more acidic than the alkyne and will be deprotonated instead.

B. Methanol is toxic, and should be avoided when possible.

C. Sodium amide in methanol reduces alkynes to alkenes.

D. Methanol is a poor solvent for dissolving alkynes.

E. Sodium amide is not a strong enough base to deprotonate the alkyne.
Chemistry
1 answer:
DiKsa [7]4 years ago
5 0

Answer:

Methanol is more acidic than the alkyne and will be deprotonated instead.

Explanation:

pK_{a} of methanol is around 15 and pK_{a} of terminal alkyne is around 26.

pK_{a}=-logK_{a}, where K_{a} is acid dissociation constant

So, higher the acidity of an acid, higher will its K_{a} value and thereby lower will be its pK_{a} value.

So, methanol is certainly stronger acid than terminal alkyne.

Hence sodium amide preferably deprotonates methanol instead of terminal alkyne.

Hence, option (A) is correct.

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