The reactivity of gamma-hydroxybutyric acid (GHB) and gamma-butyrolactone (GBL) in alcoholic solutions.
In this work the stability of GBL (gamma-butyrolactone) and GHB (gamma-hydroxybutyric acid) in alcoholic media was studied. Under acidic conditions the GBL will react with ethanol or methanol to give the corresponding ethyl and methyl esters of GHB. It can be seen that ester formation is dependent on the type of alcohol, the alcohol content of the solution, and the pH of the solution. Under the same conditions it was shown that GHB does not give rise directly to the corresponding ester when merely in the presence of an alcohol; however the ester will be formed if the conditions are present for conversion of GHB to GBL followed by subsequent reaction with alcohol. In alcoholic beverage samples spiked with GBL the expected conversion to GHB occurred, and the formation of the ethyl ester of GHB was also seen in some samples. Wine samples were analyzed for the presence of the ethyl ester of GHB, and the effect of adding GHB/GBL to hot beverages was studied.
Hennessy
Sinead A
SA
Department of Applied Sciences, Limerick Institute of Technology, Moylish, Limerick, Ireland.
Moane
Siobhán M
SM
McDermott
Seán D
SD
D015107:4-Butyrolactone / Q000737:chemistry*; D000434:Alcoholic Beverages; D002851:Chromatography, High Pressure Liquid; D003069:Coffee; D000431:Ethanol / Q000737:chemistry*; D005019:Ethyl Ethers; D005554:Forensic Medicine; D008401:Gas Chromatography-Mass Spectrometry; D006863:Hydrogen-Ion Concentration; D000432:Methanol / Q000737:chemistry*; D008738:Methyl Ethers; D012978:Sodium Oxybate / Q000737:chemistry*; D013662:Tea
D003069:Coffee; D005019:Ethyl Ethers; D008738:Methyl Ethers; D013662:Tea; D000431:Ethanol; D012978:Sodium Oxybate; D015107:4-Butyrolactone; D000432:Methanol