Macroscale and Microscale Organic Experiments
Macroscale and Microscale Organic Experiments
7th Edition
ISBN: 9781305577190
Author: Kenneth L. Williamson, Katherine M. Masters
Publisher: Brooks Cole
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Chapter 8, Problem 4Q
Interpretation Introduction

Interpretation:

The order from top to bottom for naphthalene, butyric acid, and phenylacetate spots developed on silica gel TLC plate should be determined.

Concept introduction:

TLC works on the principle of separation of constituents of a mixture of compounds based onpolarity. The polar compounds interact with the stationary phase. So, theycan move to smaller distance from the base,whereas, the non-polar compounds tend to move faster as they interact less with the silica gel.Therefore, they move far from the base of the plate.

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In what order( top to bottom) would you expect to find naphthalene, butyric acid, and phenyl acetate on a silica gel TLC plate developed with dichloromethane?
Consider a sample that is a mixture composed of biphenyl, benzoic acid, and benzyl alcohol. The sample is spotted on a TLC plate and developed in a CH2C12-cyclohexane solvent mixture. Predict the relative Rf values for the three components in the sample.  Would biphenyl be closest to the blotted line, then benzyl alcohol, then benzoic acid because these others are increasing in polarity to the non-polar solvent?  Thanks!
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