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- W4256423193 abstract "The biphasic degradation of Δ9-tetrahydrocannabinol (I), as monitored by flame-ionization GLC, produced Δ8-tetrahydrocannabinol (II), cannabidiol (X), 9-hydroxyhexahydrocannabinol (IV), 9,10-dihydro-9-hydroxyisocannabidiol (VI), and 6,12-dihydro-6-hydroxycannabidiol (VIII) in acidic solutions. Further identification was made by GLC, mass spectrometry, and comparison with authentic samples. Only II and IV were produced above pH 4 in the neutral region by firstorder kinetics. The acidic degradation of cannabidiol (X) gave I and the products of the acidic degradation of I. The initial phase of acidic I degradation was assigned to the development of solvolytic equilibria among I, VIII, X, and, possibly, isocannabidiol (IX), with the concomitant production of II and IV. Compounds VIII, IX, and X did not appear in the neutral region since ether cleavage occurred only in strong mineral acids. Hydration of the Δ9-double bond resulted only in acid-catalyzed equilibria of cleaved ethers with the Δ8-configurations and characterized the second phase of acid degradation of I. Cannabinol and hexahydrocannabinol were found together in several cases due to the disproportionation of I as catalyzed by silicic acid, silica gel, and chloroform." @default.
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- W4256423193 date "1978-01-01" @default.
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- W4256423193 title "Stability of Tetrahydrocannabinols II" @default.
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- W4256423193 doi "https://doi.org/10.1002/jps.2600670108" @default.
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