A GLC and GC/MS study of the reaction between benzylpenicillin and BF3-methanol.
A study of the reaction of BF3-methanol with benzylpenicillin showed that penicillin could be converted to a form suitable for gas-liquid chromatography. This study indicated possible use of the reaction in an analytical method for penicillin, by determining the methyl phenylacetate product. A reaction rate and yield study was conducted using gas-liquid chromatography employing an internal standard for improved measurement accuracy. The reaction gave a relatively constant yield of 70 +/- 2% and was complete in less than 1 minute. Investigations of the identity of side products were conducted using GC/MS, UV, and IR. A variety of products, including penicillenates, penillates, penilloates, and acrylic acid esters, were indicated at very mild reaction conditions.
D001880:Boranes / Q000032:analysis*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D002849:Chromatography, Gas / Q000295:instrumentation; D005459:Fluorides / Q000032:analysis; D008401:Gas Chromatography-Mass Spectrometry / Q000295:instrumentation; D000432:Methanol / Q000032:analysis; D010400:Penicillin G / Q000032:analysis*; D010406:Penicillins / Q000032:analysis; D010648:Phenylacetates; D013997:Time Factors
D001880:Boranes; D010406:Penicillins; D010648:Phenylacetates; C021274:boron trifluoride; C024906:methyl phenylacetate; D010400:Penicillin G; D005459:Fluorides; D000432:Methanol