Thin-layer chromatography of quaternary ammonium salts on alumina layers

✍ Scribed by W.F.H. McLean; K. Jewers

• Publisher: Elsevier Science
• Year: 1972
• Tongue: English
• Weight: 626 KB
• Volume: 74
• Category: Article
• ISSN: 1873-3778
• DOI: 10.1016/s0021-9673(01)86158-6

✦ Synopsis

A thin-layer cl~ron~atogral~hic technique using basic alumina layers and cleveloI~ment with acetone-water (S5 :x5 or 9 :I) has been clevised for the discrete separation of salts of compounds containing a single quatcrnary ammonium group, Quaternary ammonium cations were separated on basic alumina layers using chloroformmethanol-ammonia (G :3 :I) as developing solvent and on acid alumina layers using single and two-fold development with chloroform-methanol mixtures. The effect of additional $.mternary ammonium groups and free carbosylic groups on the chromatographic properties of compounds on alumina layers was also studied.

Using these systems efficient anion and cation separations of tetrametl~ylammonium, tetraethylammonium, long-chain allcyl (C,,-C,,) trimethylammonium, choline, acetylcholinc,, N,N-climetl~ylpyrrolidiniun~, N,N-climethylpipcridinium, N-metl~ylI~yriclinium, berberine, columbamine, coptisine, jatrorrhizine, palmatine, betaine methyl ester, carnitine methyl ester, stachyclrine methyl ester, homostachydrine methyl ester and trigonelline methyl ester salts were obtainecl.

* Regarded by some workers'0 as only containing a singlo quaternary ammonium group.