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AP Chemistry
3.9 Separation of Solutions and Mixtures
3.1 Intermolecular and Interparticle Forces
AdvancedMCQMathematicalConceptualExperimental21k
A student uses thin-layer chromatography to compare three neutral analytes, \(P\), \(Q\), and \(R\), that are similar in size and differ primarily in molecular polarity. Separate plates coated with a polar silica-gel stationary phase are developed using the mobile phases shown in the table. Development is stopped at different times, so the solvent-front distances differ.

Mobile phaseDielectric constant, \(\varepsilon_r\)Solvent-front distance \((\text{cm})\)Distance traveled by \(P\) \((\text{cm})\)Distance traveled by \(Q\) \((\text{cm})\)Distance traveled by \(R\) \((\text{cm})\)
Hexane, \(\text{C}_6\text{H}_{14}\)\(1.9\)\(8.0\)\(6.4\)\(3.2\)\(1.6\)
Ethyl acetate, \(\text{CH}_3\text{COOCH}_2\text{CH}_3\)\(6.0\)\(5.0\)\(4.5\)\(3.5\)\(2.0\)

The retention factor is defined as
\[ R_f=\dfrac{\text{distance traveled by analyte}}{\text{distance traveled by solvent front}} \]

Which choice best identifies the most polar analyte and explains the effect of replacing hexane with ethyl acetate?

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