How would you expect the product of the acidic reaction to behave on TLC ascompared to the starting 4-methoxyacetophenone (i.e. more polar, similarly polar, lesspolar)? Explain your answer.How would you expect the product of the basic reaction to behave on TLC ascompared to the starting 4-methoxyacetophenone (i.e. more polar, similarly polar, lesspolar)? Explain your answer. REACTION Acidic conditionsREACTION Basic conditionsIn a round-bottom flask of appropriate size attached over a stirring plate,stir 4-methoxyacetophenone (6.00 mmol) and acetic acid ([ketone] = 0.90M) until homogeneous. Add bleach (6% m/v NaOCI, 1.60 eq.) slowly, overa few minutes. Allow the mixture to stir at room temperature for 20 minutes,then monitor the reaction by TLC. If starting material can still be found, adda slight excess of bleach (0.10 eq.), stir an additional 10 minutes and checkagain by TLC.In a round-bottom flask of appropriate size, add sequentially 4-methoxyace-tophenone (3.50 mmol), bleach (6% m/v NaOCI; 6.00 eq) and 3M NAOH(1.00 eq.). Asemble a reflux apparatus, and boil the resulting mixture forapproximately 20 minutes. Analyze the reaction by TLC: if the reaction isstill ongoing, reflux an additonal 5 minutes before repeating this TLC step.Once over, add ~2 mL of acetone to the mixture through the condenser.Allow the solution to gently boil for another 10 minutes.PURIFICATIONOnce the reaction is judged complete by TLC, add 20 mL of water. Allow tostir for approximately 5 minutes, then filter the solid using vacuum-filtration,rinsing it abundantly with water. Manually pump it dry for a few minutes be-fore weighing it to get a crude mass.Cool the warm reaction mixture in an ice-bath for 10 minutes. Transfer thesolution to a separatory funnel and wash the aqueous solution with ethylacetate (2x10 mL). Transfer the aqueous solution to an ice bath: using con-centrated hydrochloric acid, carefully acidify the mixture to a pH of ~1 toobtain a precipitate. Keep the mixture in the ice bath for an additional 10minutes to complete the precipitation.PURIFICATIONTransfer most of your crude solid (keep some aside in case of an emer-gency) to a 125 mL erlenemeyer, and recrystallize it using a minimal vol-ume of a boiling 1:1 mixture of methanol and water. Allow to cool to roomtemperature for a few minutes, then transfer into an ice-bath to terminatecrystallization. Allow to sit in ice for -10 min. Isolate the solid using vacuum-filtration; rinse it with cold water, and dry it using a water aspirator for ~10minutes. Weigh the solid, then proceed to analyze it using both TLC andmelting point analysis.Vacuum-filter this solid: wash it thoroughly with cold water, then dry it asmuch as possible using a water aspirator. Weigh the solid, and analyze itusing TLC and a melting point analysis.TIPSMake sure you allow the reaction to cool for a minute or two beforeopening the condenser for TLC to avoid burning yourself on hotvapours.Don't skip the addition of acetone! Your lungs will thank you later...The product precipitates in acidic conditions: if a solid forms and redis-solves, your solution is not sufficiently acidic yet.TIPSIn case of an issue with the recrystallization, you can try and analyze thecrude solid that you have put aside to have some preliminary data.Due to the high demand for vacuum-filtrations, use a single filtration-flask in your setup rather instead of two.

Answered: Image /qna-images/answer/cea71cd1-4ad2-40ed-8e4d-06b59d1cb737.jpg

How would you expect the product of the acidic reaction to behave on TLC as compared to the starting 4-methoxyacetophenone (i.e. more polar, similarly polar, less polar)? Explain your answer. How would you expect the product of the basic reaction to behave on TLC as compared to the starting 4-methoxyacetophenone (i.e. more polar, similarly polar, less polar)? Explain your answer.

How would you expect the product of the acidic reaction to behave on TLC as compared to the starting 4-methoxyacetophenone (i.e. more polar, similarly polar, less polar)? Explain your answer. How would you expect the product of the basic reaction to behave on TLC as compared to the starting 4-methoxyacetophenone (i.e. more polar, similarly polar, less polar)? Explain your answer.

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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