In a TLC experiment, three spots were made. In spot A was a crude sample of a mixture of three compounds ethyl 4- aminobenzoate (base), salicylic acid, and naphthalene as the neutral compound. In spot B, was just the neutral compound, naphthalene. In spot C was the pure compounds of spot A. When dipped with KMnO4, it is said that all spots should turn yellow, but while doing the experiment it was only the bottom compounds that turned yellow for me which I found out was the acid. Should all spots really turn yellow? Why would this happen?

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Chemistry

In a TLC experiment, three spots were made. In spot A was a crude sample of a mixture of three compounds ethyl 4- aminobenzoate (base), salicylic acid, and naphthalene as the neutral compound. In spot B, was just the neutral compound, naphthalene. In spot C was the pure compounds of spot A. When dipped with KMnO4, it is said that all spots should turn yellow, but while doing the experiment it was only the bottom compounds that turned yellow for me which I found out was the acid. Should all spots really turn yellow? Why would this happen?

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