14. Alex needs to isolate pure acetylferrocene from a mixture of ferrocene, acetylferrocene, and diacetylferrocene. Checking the TLC and using 50% heptane and 50% ethyl acetate as the solvent, Alex finds that the Rf values are 0.9, 0.3, 0.1 for ferrocene, acetylferrocene, and diacetylferrocene, respectively. When Alex begins the eluting a column chromatography using pure heptane as the solvent, he begins collecting After collecting the 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 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 1 hours and then again after 1 day, Alex finds that the ratio of how Alex

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14. Alex needs to isolate pure acetylferrocene from a mixture of ferrocene,
acetylferrocene, and diacetylferrocene. Checking the TLC and using 50%
heptane and 50% ethyl acetate as the solvent, Alex finds that the Rf values
are 0.9, 0.3, 0.1 for ferrocene, acetylferrocene, and diacetylferrocene,
respectively.
When Alex begins the eluting a column chromatography using pure heptane
as the solvent, he begins collecting
After collecting the
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
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
1 hours and then again after 1 day, Alex finds that the ratio of
how Alex
Transcribed Image Text:14. Alex needs to isolate pure acetylferrocene from a mixture of ferrocene, acetylferrocene, and diacetylferrocene. Checking the TLC and using 50% heptane and 50% ethyl acetate as the solvent, Alex finds that the Rf values are 0.9, 0.3, 0.1 for ferrocene, acetylferrocene, and diacetylferrocene, respectively. When Alex begins the eluting a column chromatography using pure heptane as the solvent, he begins collecting After collecting the 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 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 1 hours and then again after 1 day, Alex finds that the ratio of how Alex
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