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Draw the mechanism for when 5-methylsalicylic acid reacts with p-Nitrobenzyl chloride, this is the process that was done

Draw the mechanism for when 5-methylsalicylic acid reacts with p-Nitrobenzyl chloride, this is the process that was done

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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Draw the mechanism for when 5-methylsalicylic acid reacts with p-Nitrobenzyl chloride, this is the process that was done

1.2 mmol of acid is placed in 1 mL of water in a reaction tube and carefully neutralized with 10% NaOH solution. Then a tiny amount of additional acid is added to make the solution just acidic to pH paper. Then add 2 mL of 95% ethanol and 0.8 mmol of p-nitrobenzyl chloride or p-bromophenacyl bromide. Reflux the mixture for about one hour (for PNBC) or 30-40 min (for pBPB) and add small amounts of 95% ethanol if a solid 114 separates during reflux. Allow the hot solution to cool to room temperature and the derivative to crystallize. The liquid can be removed from the crystals by using a pipette. The solid ester should be recrystallized by using a minimal amount of 95% ethanol in the same reaction tube. Care should be taken not to have the refluxing reaction mixture basic. Under basic conditions the reactant halides undergo hydrolysis as a side reaction and are converted into alcohols. 0.182 !
Transcribed Image Text:1.2 mmol of acid is placed in 1 mL of water in a reaction tube and carefully neutralized with 10% NaOH solution. Then a tiny amount of additional acid is added to make the solution just acidic to pH paper. Then add 2 mL of 95% ethanol and 0.8 mmol of p-nitrobenzyl chloride or p-bromophenacyl bromide. Reflux the mixture for about one hour (for PNBC) or 30-40 min (for pBPB) and add small amounts of 95% ethanol if a solid 114 separates during reflux. Allow the hot solution to cool to room temperature and the derivative to crystallize. The liquid can be removed from the crystals by using a pipette. The solid ester should be recrystallized by using a minimal amount of 95% ethanol in the same reaction tube. Care should be taken not to have the refluxing reaction mixture basic. Under basic conditions the reactant halides undergo hydrolysis as a side reaction and are converted into alcohols. 0.182 !
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