Sodium ethoxide is formed when ethanol (pKa 15.8) is mixed with sodium metal, .Which among the compounds below will favorably react with sodium ethoxide through an acid/base reaction?  CH3CO2H (pKa 4.8), H-C≡C-H (pKa 25), H2O (pKa 14.0), NH3 (pKa 38) Pls draw the mechanism for the favored reaction.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter11: Reactions Of Alkyl Halides: Nucleophilic Substitutions And Eliminations
Section11.SE: Something Extra
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Sodium ethoxide is formed when ethanol (pKa 15.8) is mixed with sodium metal, .Which among the compounds below will favorably react with sodium ethoxide through an acid/base reaction?  CH3CO2H (pKa 4.8), H-C≡C-H (pKa 25), H2O (pKa 14.0), NH3 (pKa 38) Pls draw the mechanism for the favored reaction. 

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