Transfer of metals in the liquids of electronic cigarettes

References

• Antosz FJ, Xiang YQ, Diaz AR, Jensen AJ. 2012. The use of total reflectance X-ray fluorescence (TXRF) for the determination of metals in the pharmaceutical industry. J Pharm Biomed Anal. 62:17–22.
   PubMed Web of Science ®Google Scholar
• Arnold C. 2018. Between the tank and the coil: assessing how metals end up in e-cigarette liquid and vapor. Environ Health Perspect. 126(6):064002.
   PubMed Web of Science ®Google Scholar
• Baker RR, Bishop LJ. 2004. The pyrolysis of tobacco ingredients. J an App Pyrolysis. 71(1):223–311.
   Web of Science ®Google Scholar
• Banerji KK. 1987. Kinetics and mechanism of the oxidation of aliphatic aldehydes by sodium n-bromoarylsulphonam1des in acid solution. Tetrahedron. 43(24):5949–5954.
   Web of Science ®Google Scholar
• Bekki K, Uchiyama S, Ohta K, Inaba Y, Nakagome H, Kunugita N. 2014. Carbonyl compounds generated from electronic cigarettes. Int J Environ Res Public Health. 11(11):11192–11200.
   PubMed Web of Science ®Google Scholar
• Bregeault JM, Launay F, Atlamsani A. 2001. Catalytic oxidative carbon-carbon bond cleavage of ketones with dioxygen: assessment of some metal complexes. Some alternatives for preparing α, ω-dicarboxylic acids. Comptes Rendus de L’Académie Des Sciences - Series IIC – Chem. 4(1):11–26.
   Google Scholar
• Brewster TP, Goldberg JM, Tran JC, Heinekey DM, Goldberg KI. 2016. High catalytic efficiency combined with high selectivity for the aldehyde–water shift reaction using (para -cymene) ruthenium precatalysts. ACS Catal. 6(9):6302–6305.
   Web of Science ®Google Scholar
• Bühler W, Dinjus E, Ederer HJ, Kruse A, Mas C. 2002. Ionic reactions and pyrolysis of glycerol as competing reaction pathways in near- and supercritical water. The J Supercr Fluids. 22(1):37–53.
   Web of Science ®Google Scholar
• Cherkashina TY, Panteeva SV, Pashkova GV. 2014. Applicability of total reflection X-ray fluorescence spectrometry for multielement analysis of geological and environmental objects. Spectrochim. Acta. 99(Part B):59–66.
   Google Scholar
• Clayton PM, Vas CA, Bui TTT, Drake AF, McAdam K. 2013. Spectroscopic investigations into the acid–base properties of nicotine at different temperatures. Anal Methods. 5(1):81–88.
   Web of Science ®Google Scholar
• Conklin DJ, Ogunwale MA, Chen Y, Theis WS, Nantz MH, Fu XA, Chen LC, Riggs DW, Lorkiewicz P, Bhatnagar A, et al. 2018. Electronic cigarette-generated aldehydes: The contribution of e-liquid components to their formation and the use of urinary aldehyde metabolites as biomarkers of exposure. Aerosol Sci Technol. 52(11):1219–1232.
   PubMed Web of Science ®Google Scholar
• Esfandiari H, Jameh-Bozorghi S, Esmaielzadeh S, Shafiee MRM, Ghashang M. 2013. Nickel(II) catalyzed oxidation of aldehyde derivatives to their carboxylic acid or ester analogs. Res Chem Intermed. 39(7):3319–3325.
   Web of Science ®Google Scholar
• Goniewicz ML, Knysak J, Gawron M, Kosmider L, Sobczak A, Kurek J, Prokopowicz A, Jablonska-Czapla M, Rosik-Dulewska C, Havel C, et al. 2014. Levels of selected carcinogens and toxicants in vapour from electronic cigarettes. Tob Control. 23(2):133–139.
   PubMed Web of Science ®Google Scholar
• Haque SA, Canete S. 2018. Facilitated tobacco-specific nitrosamine formation from nicotine in the presence of Cu 2+ ions. Ind Crops Prods. 122:493–497.
   Web of Science ®Google Scholar
• Hendriks CF, van Beek HCA, Heertjes PM. 1978. The kinetics of the autoxidation of aldehydes in the presence of cobalt(II) and cobalt(III) acetate in acetic acid solution. Ind Eng Chem Prod Res Dev. 17(3):260–264.
   Google Scholar
• Hess CA, Olmedo P, Navas-Acien A, Goessler W, Cohen JE, Rule AM. 2017. E-cigarettes as a source of toxic and potentially carcinogenic metals. Environ Res. 152:221–225.
   PubMed Web of Science ®Google Scholar
• Hoover JM, Steves JE, Stahl SS. 2012. Copper(I)/TEMPO-catalyzed aerobic oxidation of primary alcohols to aldehydes with ambient air. Nat Protoc. 7(6):1161–1166.
   PubMed Web of Science ®Google Scholar
• Jiang N, Ragauskas AJ. 2006. Cu(II)-catalyzed selective aerobic oxidation of alcohols under mild conditions. J Org Chem. 71(18):7087–7090.
   PubMed Web of Science ®Google Scholar
• Jiang X, Zhai Y, Chen J, Han Y, Yang Z, Ma S. 2018. Iron-catalyzed aerobic oxidation of aldehydes: single component catalyst and mechanistic studies: iron-catalyzed aerobic oxidation of aldehydes: single component catalyst and mechanistic studies. Chin J Chem. 36(1):15–19.
   Web of Science ®Google Scholar
• Jo SH, Kim KH. 2016. Development of a sampling method for carbonyl compounds released due to the use of electronic cigarettes and quantitation of their conversion from liquid to aerosol. J Chrom A. 1429:369–373.
   PubMed Web of Science ®Google Scholar
• Kamilari E, Farsalinos K, Poulas K, Kontoyannis C, Orkoula M. 2018. Detection and quantitative determination of heavy metals in electronic cigarette refill liquids using Total Reflection X-ray Fluorescence Spectrometry. Food Chem Toxicol. 116 (Pt B):233–237.
   PubMedGoogle Scholar
• Kim SA, Smith S, Beauchamp C, Song Y, Chiang M, Giuseppetti A, Frukhtbeyn S, Shaffer I, Wilhide J, Routkevitch D, et al. 2018. Cariogenic potential of sweet flavors in electronic-cigarette liquids. PLoS One. 13(9):e0203717.
   PubMed Web of Science ®Google Scholar
• Lee MH, Szulejko JE, Kim KH. 2018. Determination of carbonyl compounds in electronic cigarette refill solutions and aerosols through liquid-phase dinitrophenyl hydrazine derivatization. Env Monitor Assess. 190(4):200.
   PubMed Web of Science ®Google Scholar
• Lee MS, LeBouf RF, Son YS, Koutrakis P, Christiani DC. 2017. Nicotine, aerosol particles, carbonyls and volatile organic compounds in tobacco- and menthol-flavored e-cigarettes. Env Health. 16(1):42.
   PubMedGoogle Scholar
• Liu KJ, Fu YL, Xie LY, Wu C, He WB, Peng S, Wang Z, Bao WH, Cao Z, Xu X, et al. 2018. Green and efficient: oxidation of aldehydes to carboxylic acids and acid anhydrides with air. ACS Sustainable Chem Eng. 6(4):4916–4921.
   Web of Science ®Google Scholar
• Młochowski J, Brząszcz M, Giurg M, Palus J, Wójtowicz H. 2003. Selenium-promoted oxidation of organic compounds: reactions and mechanisms. Eur J Org Chem. 2003(22):4329–4339.
   Web of Science ®Google Scholar
• Na CJ, Jo SH, Kim KH, Sohn JR, Son YS. 2019. The transfer characteristics of heavy metals in electronic cigarette liquid. Env Res. 174:152–159.
   PubMed Web of Science ®Google Scholar
• Olmedo P, Goessler W, Tanda S, Grau-Perez M, Jarmul S, Aherrera A, Chen R, Hilpert M, Cohen JE, Navas-Acien A, et al. 2018. Metal concentrations in e-cigarette liquid and aerosol samples: the contribution of metallic coils. Environ Health Perspect. 126(2):027010.
   PubMed Web of Science ®Google Scholar
• Owoade OK, Olise FS, Olaniyi HB, Bolzacchini E. 2009. An ICP-OES, TXRF and EDXRF analysis of airborne particulate samples in an iron and steel smelter environment. Toxicol Environ Chem. 91(5):873–881.
   Google Scholar
• Papaefstathiou E, Stylianou M, Agapiou A. 2019. Main and side stream effects of electronic cigarettes. J Environ Manage. 238:10–17.
   PubMed Web of Science ®Google Scholar
• Patnaik CP, Mohapatro SN, Panigrahi AK, Panda RS. 1987. Peroxy acid oxidations. I. A kinetic and mechanistic study of oxidation of acetylacetone by peroxomonophosphoric acid and hydrogen peroxide in alkaline medium. BCSJ. 60(9):3391–3395.
   Google Scholar
• Salamone M, Mangiacapra L, DiLabio GA, Bietti M. 2013. Effect of metal ions on the reactions of the cumyloxyl radical with hydrogen atom donors. fine control on hydrogen abstraction reactivity determined by Lewis acid-base interactions. J Am Chem Soc. 135(1):415–423.
   PubMed Web of Science ®Google Scholar
• Saliba NA, El Hellani A, Honein E, Salman R, Talih S, Zeaiter J, Shihadeh A. 2018. Surface chemistry of electronic cigarette electrical heating coils: effects of metal type on propylene glycol thermal decomposition. J Anal Appl Pyrolysis. 134:520–525.
   PubMed Web of Science ®Google Scholar
• Schmeltz I, Wenger A, Hoffmann D, Tso TC. 1979. Chemical studies on tobacco smoke. 63. The fate of nicotine during pyrolysis and in a burning cigaret. J Agric Food Chem. 27(3):602–608.
   Web of Science ®Google Scholar
• Shaikh TM, Hong FE. 2013. Efficient method for the oxidation of aldehydes and diols with tert-butylhydroperoxide under transition metal-free conditions. Tetrahedron. 69(42):8929–8935.
   Web of Science ®Google Scholar
• Sleiman M, Logue JM, Montesinos VN, Russell ML, Litter MI, Gundel LA, Destaillats H. 2016. Emissions from electronic cigarettes: key parameters affecting the release of harmful chemicals. Environ Sci Technol. 50(17):9644–9651.
   PubMed Web of Science ®Google Scholar
• Stein YS, Antal MJ, Jones M. 1983. A study of the gas-phase pyrolysis of glycerol. J. Analyt. App. Pyrolysis. 4(4):283–296.
   Web of Science ®Google Scholar
• Varga I. 2007. Iodine determination in dietary supplement products by TXRF and ICPAES spectrometry. Microchem J. 85(1):127–131.
   Web of Science ®Google Scholar
• Wang X, Chen RX, Wei ZF, Zhang CY, Tu HY, Zhang AD. 2016. Chemoselective transformation of diarylethanones to arylmethanoic acids and diarylmethanones and mechanistic insights. The J Org Chem. 81(1):38–49.
   Web of Science ®Google Scholar
• Williams M, Bozhilov KN, Talbot P. 2019. Analysis of the elements and metals in multiple generations of electronic cigarette atomizers. Environ Res. 175:156–166.
   PubMed Web of Science ®Google Scholar
• Williams M, Villarreal A, Bozhilov K, Lin S, Talbot P. 2013. Metal and silicate particles including nanoparticles are present in electronic cigarette cartomizer fluid and aerosol. PLoS One. 8(3):e57987.
   PubMed Web of Science ®Google Scholar
• Witzemann EJ. 1914. The preparation of acrolein. J Am Chem Soc. 36(8):1766–1770.
   Google Scholar
• Zhao D, Navas-Acien A, Ilievski V, Slavkovich V, Olmedo P, Adria-Mora B, Domingo-Relloso A, Aherrera A, Kleiman NJ, Rule AM, et al. 2019. Metal concentrations in electronic cigarette aerosol: Effect of open-system and closed-system devices and power settings. Environ Res. 174:125–134.
   PubMed Web of Science ®Google Scholar