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Can someone explain B ? Question III (28 points) Name: The acid and base catalyzed hydrolysis reaction of lactones was germane to a study on
Can someone explain B ?
Question III (28 points) Name: The acid and base catalyzed hydrolysis reaction of lactones was germane to a study on developing new therapuetics for a rare form of leukemia (Org. Process Res. Dev. 2022, 26, 2739). (a) Provide the complete, stepwise mechanism for the acid catalyzed hydrolysis of the lactone (compound A) used in this study. Use H-B as your general Bronsted acid and B as a general Bronsted base. Draw intermediates as their significant (closed shell) resonance contributors. 2 arrow protonation =2 CnOH+ intermediate =2 2 arrow addition =2 ROH2, intermediate =2 2 arrow deprotonation =2 uncharged intermediate =2 2 arrow protonation =2 R2OH ' intermecdiate =2 2 arrow ionization =2 CuOH+intermediale =2 2 arrow deprotonation =2 (b) Becase of the net entropic disodvantage, the K2 for the hydrolysis reaction, under the conditions shown above, was less than 102. Only one of the three other reaction conditions (shown below) gave a ringopened product as the major outcome. Which set of conditions resulted in a ring-opened product? Draw the outcome. (i) Which conditions (mark one) resulted in a (ii) Draw the outcome. No credit if the incorrect ring-opened product as the outcome? conditions were selected. \begin{tabular}{|ll|} \hline KOH in H2O & partial \\ CH3OK in CH3OH \end{tabular} Question III (28 points) Name: The acid and base catalyzed hydrolysis reaction of lactones was germane to a study on developing new therapuetics for a rare form of leukemia (Org. Process Res. Dev. 2022, 26, 2739). (a) Provide the complete, stepwise mechanism for the acid catalyzed hydrolysis of the lactone (compound A) used in this study. Use H-B as your general Bronsted acid and B as a general Bronsted base. Draw intermediates as their significant (closed shell) resonance contributors. 2 arrow protonation =2 CnOH+ intermediate =2 2 arrow addition =2 ROH2, intermediate =2 2 arrow deprotonation =2 uncharged intermediate =2 2 arrow protonation =2 R2OH ' intermecdiate =2 2 arrow ionization =2 CuOH+intermediale =2 2 arrow deprotonation =2 (b) Becase of the net entropic disodvantage, the K2 for the hydrolysis reaction, under the conditions shown above, was less than 102. Only one of the three other reaction conditions (shown below) gave a ringopened product as the major outcome. Which set of conditions resulted in a ring-opened product? Draw the outcome. (i) Which conditions (mark one) resulted in a (ii) Draw the outcome. No credit if the incorrect ring-opened product as the outcome? conditions were selected. \begin{tabular}{|ll|} \hline KOH in H2O & partial \\ CH3OK in CH3OH \end{tabular} Step by Step Solution
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