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When ethanol (pKa 15.9) is mixed with sodium metal, sodium ethoxide is formed. 2 CH,CH,OH + 2 Na > 2 CH,CH,0- Nat + H2 ethanol sodium ethoxide (a) Which among the compounds below will favorably react with sodium ethoxide through an acid/base reaction? Explain your choice. CH3CO,H (pKa 4.8) Н-СЕС-Н (рКа 25) H20 (pKa 14.0) NH: (pKa 38) (b) Draw a rational mechanism for the favored acid/base reaction in (a). Choose only one of th possible reactions in case there is more than one answer in the above item.

When ethanol (pKa 15.9) is mixed with sodium metal, sodium ethoxide is formed. 2 CH,CH,OH + 2 Na > 2 CH,CH,0- Nat + H2 ethanol sodium ethoxide (a) Which among the compounds below will favorably react with sodium ethoxide through an acid/base reaction? Explain your choice. CH3CO,H (pKa 4.8) Н-СЕС-Н (рКа 25) H20 (pKa 14.0) NH: (pKa 38) (b) Draw a rational mechanism for the favored acid/base reaction in (a). Choose only one of th possible reactions in case there is more than one answer in the above item.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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When ethanol (pKa 15.9) is mixed with sodium metal, sodium ethoxide is formed. 2 CH,CH,OH + 2 Na > 2 CH,CH,0- Nat + H2 ethanol sodium ethoxide (a) Which among the compounds below will favorably react with sodium ethoxide through an acid/base reaction? Explain your choice. H20 (pKa 14.0) CH;CO,H (pKa 4.8) Н-СЕС-Н (рКа 25) NH: (pKa 38) (b) Draw a rational mechanism for the favored acid/base reaction in (a). Choose only one of the possible reactions in case there is more than one answer in the above item.
Transcribed Image Text:When ethanol (pKa 15.9) is mixed with sodium metal, sodium ethoxide is formed. 2 CH,CH,OH + 2 Na > 2 CH,CH,0- Nat + H2 ethanol sodium ethoxide (a) Which among the compounds below will favorably react with sodium ethoxide through an acid/base reaction? Explain your choice. H20 (pKa 14.0) CH;CO,H (pKa 4.8) Н-СЕС-Н (рКа 25) NH: (pKa 38) (b) Draw a rational mechanism for the favored acid/base reaction in (a). Choose only one of the possible reactions in case there is more than one answer in the above item.
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