15. Alex is synthesizing wintergreen oil (methyl salicylate) by sulfuric acid catalyzed esterification of salicylic acid with methanol using a 1:1 mol ratio of acid and alcohol. After refluxing the mixture and checking ¹H-NMR after 45 minutes, 4 hours, and then again after 1 day, Alex finds that the ratio of alcohol, acid, ester, and water is 1:1:1:1 every time. Briefly describe how Alex could modify this procedure to achieve an equilibrium concentration with a larger fraction of product and lower fraction of reactant. tv MacBook Air W D

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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as the solvent, he begins collecting
heptane fraction, Alex switches to using 50% heptane and 50% ethyl acetate
and observes two bands slowly moving down the column and separating on
their way down. The first of these two bands Alex will collect is
and the final band is
phy using pure heptane
After collecting the
15. Alex is synthesizing wintergreen oil (methyl salicylate) by sulfuric acid
catalyzed esterification of salicylic acid with methanol using a 1:1 mol ratio of
acid and alcohol. After refluxing the mixture and checking ¹H-NMR after 45
minutes, 4 hours, and then again after 1 day, Alex finds that the ratio of
alcohol, acid, ester, and water is 1:1:1:1 every time. Briefly describe how Alex
could modify this procedure to achieve an equilibrium concentration with a
larger fraction of product and lower fraction of reactant.
tv N
MacBook Air
D
Transcribed Image Text:as the solvent, he begins collecting heptane fraction, Alex switches to using 50% heptane and 50% ethyl acetate and observes two bands slowly moving down the column and separating on their way down. The first of these two bands Alex will collect is and the final band is phy using pure heptane After collecting the 15. Alex is synthesizing wintergreen oil (methyl salicylate) by sulfuric acid catalyzed esterification of salicylic acid with methanol using a 1:1 mol ratio of acid and alcohol. After refluxing the mixture and checking ¹H-NMR after 45 minutes, 4 hours, and then again after 1 day, Alex finds that the ratio of alcohol, acid, ester, and water is 1:1:1:1 every time. Briefly describe how Alex could modify this procedure to achieve an equilibrium concentration with a larger fraction of product and lower fraction of reactant. tv N MacBook Air D
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