I'm trying to isolate pure compounds from hexane extract of a plant bark. After VLC, CC, and SEC, I ran 2D-TLC (40% EtOAC in hexane) but the compound assumed to be as a mixture with another compound is still making tails after many separating techniques. Please let me know how to confirm whether the comound tails bcoz of it's phenolic property or is it an another compound runs with same Rf of previous compound or any other degradation scenario?
Thank you..