||Effect of beta-Cyclodextrin on Mucochloric Acid and 3-Chloro-4-(dichloromethyl)-5-hydrox-2(5H)-furanone.
Politzer, I. R. ;
Crago, K. T. ;
Benjamin, W. ;
Joseph, J. ;
Amos., K. ;
||Health Effects Research Lab., Cincinnati, OH. ;Xavier Univ. of Louisiana, New Orleans.
Chemical interactions ;
Infrared spectrophotometry ;
Ultraviolet spectrophotometry ;
Thin layer chromatography ;
Melting point ;
Fourier analysis ;
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Using a combination of IR and UV techniques, evidence is presented for inclusion complex formation between mucochloric acid and B-cyclodextrin in acidic aqueous solutions. UV evidence supports the conclusion that under these acidic conditions mucochloric acid-B-cyclodextrin complex could be isolated by recrystallization of a 1:1 mole ratio of the above compounds from water at pH2. Solid sample IR (KBr or nujol) showed a carbonyl shift of approximately 20 cm(sup minus 1) when mucochloric acid was compared to the mucochloric acid-B-cyclodextrin complex. No such shift was found upon simply grinding together the above components. Thus the carbonyl shift is ascribed to inclusion complexation of mucochloric acid into the B-cyclodextrin cavity. Melting point and thin layer chromatographic analyses also yield supporting evidence for the formation of solid mucochloric acid-B-cyclodextrin complexes. Pilot studies with 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5h)-furanone (MX), suggest a similar B-cyclodextrin-complex formation in acidic solutions.