Questions 4 and 5 refer to the following table:
Compound Retardation Factor in Ether
Benzyl alcohol 0.10
Benzyl acetate 0.26
p-Nitrophenol 0.23
1-Naphthalenemethanol 0.404 . What would be the effect on the Rf values if thin-layer chromatography (TLC) were run
with hexane rather than ether as the eluent?(A) No effect
(B) Increase tenfold
(C) Double
(D) Decrease5 . If these compounds were separated by column chromatography with ether on silica gel,
which would elute first?(A) Benzyl alcohol
(B) Benzyl acetate
(C) p-Nitrophenol
(D) 1-Naphthalenemethanol6 . Four compounds, I, II, III, and IV, are separated by chromatographic techniques.
Compound III is the most polar, II the least polar, and I and IV have intermediate polarity.
The solvent system is 85:15 ethanol:methylene chloride. Which spot on the card below
likely belongs to compound III?