Heterogeneous Ozonolysis of Tetrahydrocannabinol: Implications for Thirdhand Cannabis Smoke. 2020

Aaron D L Wylie, and Jonathan P D Abbatt
Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, ON M5S 3H6, Canada.

Thirdhand smoke (THS) deposits to surfaces following smoking events and is a source of chemical exposure to humans. However, the evolution of THS in indoor environments is not well understood. Cannabis THS is a chemically distinct and prevalent form of THS, which has not been studied. The heterogeneous reaction of Δ9-tetrahydrocannabinol (THC), a major component of cannabis smoke, with ozone was examined as a pure compound and within cannabis smoke. Oxidative decay via ozonolysis and product formation were monitored by liquid chromatography-tandem mass spectrometry. Epoxide, dicarbonyl, and secondary ozonide THC reaction products were detected from both pure THC and cannabis experiments, with the product ratios dependent on relative humidity. The observed reaction kinetics for loss of THC on glass and cotton surfaces are consistent with a relatively short loss lifetime, which will be strongly dependent on the film thickness, ozone mixing ratio, and ozone reactivity of the surface substrate. The low volatility of THC and its oxidation products suggest that their contributions to thirdhand cannabis smoke will be less significant than the role that nicotine plays in thirdhand tobacco smoke.

UI MeSH Term Description Entries
D010126 Ozone The unstable triatomic form of oxygen, O3. It is a powerful oxidant that is produced for various chemical and industrial uses. Its production is also catalyzed in the ATMOSPHERE by ULTRAVIOLET RAY irradiation of oxygen or other ozone precursors such as VOLATILE ORGANIC COMPOUNDS and NITROGEN OXIDES. About 90% of the ozone in the atmosphere exists in the stratosphere (STRATOSPHERIC OZONE). Ground Level Ozone,Low Level Ozone,Tropospheric Ozone,Level Ozone, Ground,Level Ozone, Low,Ozone, Ground Level,Ozone, Low Level,Ozone, Tropospheric
D002188 Cannabis The plant genus in the Cannabaceae plant family, Urticales order, Hamamelidae subclass. The flowering tops are called many slang terms including pot, marijuana, hashish, bhang, and ganja. The stem is an important source of hemp fiber. Bhang,Ganja,Hashish,Hemp,Cannabis indica,Cannabis sativa,Hemp Plant,Marihuana,Marijuana,Bhangs,Cannabi,Ganjas,Hashishs,Hemp Plants,Hemps,Plant, Hemp,Plants, Hemp
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D012906 Smoke Visible gaseous suspension of carbon and other particulate matter emitted from burning substances.
D013759 Dronabinol A psychoactive compound extracted from the resin of Cannabis sativa (marihuana, hashish). The isomer delta-9-tetrahydrocannabinol (THC) is considered the most active form, producing characteristic mood and perceptual changes associated with this compound. THC,Tetrahydrocannabinol,delta(9)-THC,9-ene-Tetrahydrocannabinol,Marinol,Tetrahydrocannabinol, (6a-trans)-Isomer,Tetrahydrocannabinol, (6aR-cis)-Isomer,Tetrahydrocannabinol, (6aS-cis)-Isomer,Tetrahydrocannabinol, Trans-(+-)-Isomer,Tetrahydrocannabinol, Trans-Isomer,delta(1)-THC,delta(1)-Tetrahydrocannabinol,delta(9)-Tetrahydrocannabinol,9 ene Tetrahydrocannabinol,Tetrahydrocannabinol, Trans Isomer
D014028 Tobacco Smoke Pollution Contamination of the air by tobacco smoke. Air Pollution, Tobacco Smoke,Environmental Pollution, Tobacco Smoke,Passive Smoking,Smoking, Passive,Environmental Smoke Pollution, Tobacco,Environmental Tobacco Smoke Pollution,Involuntary Smoking,Second Hand Smoke,Secondhand Smoke,Secondhand Smoking,Hand Smoke, Second,Hand Smokes, Second,Involuntary Smokings,Passive Smokings,Pollution, Tobacco Smoke,Pollutions, Tobacco Smoke,Second Hand Smokes,Secondhand Smokes,Secondhand Smokings,Smoke Pollution, Tobacco,Smoke Pollutions, Tobacco,Smoke, Second Hand,Smoke, Secondhand,Smokes, Second Hand,Smokes, Secondhand,Smoking, Involuntary,Smoking, Secondhand,Smokings, Involuntary,Smokings, Passive,Smokings, Secondhand,Tobacco Smoke Pollutions

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