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ACP | Articles | Volume 20, issue 7
Atmos. Chem. Phys., 20, 4241–4254, 2020
https://doi.org/10.5194/acp-20-4241-2020
© Author(s) 2020. This work is distributed under
the Creative Commons Attribution 4.0 License.
Atmos. Chem. Phys., 20, 4241–4254, 2020
https://doi.org/10.5194/acp-20-4241-2020
© Author(s) 2020. This work is distributed under
the Creative Commons Attribution 4.0 License.

Technical note 09 Apr 2020

Technical note | 09 Apr 2020

Technical note: Preparation and purification of atmospherically relevant α-hydroxynitrate esters of monoterpenes

Elena Ali McKnight et al.

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Subject: Aerosols | Research Activity: Laboratory Studies | Altitude Range: Troposphere | Science Focus: Chemistry (chemical composition and reactions)
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Cited articles

Almeida, Q. A. and Jones Jr., J.: Chemoselective Formation of 8,9-Epoxy-limonene, Synthetic Commun., 35, 1285–1290, https://doi.org/10.1081/scc-200057232, 2005. 
Baker, J. W. and Easty, D. M.: Hydrolysis of organic nitrates, Nature, 166, p. 156, https://doi.org/10.1038/166156a0, 1950. 
Bleier, D. B. and Elrod, M. J.: Kinetics and Thermodynamics of Atmospherically Relevant Aqueous Phase Reactions of α-Pinene Oxide, J. Phys. Chem., 117, 4223–4232, https://doi.org/10.1021/jp402093x, 2013. 
Boyd, C. M., Sanchez, J., Xu, L., Eugene, A. J., Nah, T., Tuet, W. Y., Guzman, M. I., and Ng, N. L.: Secondary organic aerosol formation from the β-pinene +NO3 system: effect of humidity and peroxy radical fate, Atmos. Chem. Phys., 15, 7497–7522, https://doi.org/10.5194/acp-15-7497-2015, 2015. 
Buss, A. D., Greeves, N., Mason, R., and Warren, S.: Applications of the stereochemically-controlled Horner-Wittig reaction: synthesis of feniculin, (E)-non-6-en-1-ol, a pheromone of the mediterranean fruit fly, (E)- and (Z)-dec-5-en-1-ol, tri-substituted alkenes, and (Z)-α-bisabolene, J. Chem. Soc. Perk. T. 1, 1987, 2569–2577, https://doi.org/10.1039/p19870002569, 1987. 
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This report describes a simple, safe and effective method to prepare nitrate esters of terpenes (carene, limonene, perillic alcohol, beta-pinene and alpha-pinene) which are key oxidation products in the atmosphere. These compounds are implicated in the formation of secondary organic aerosols. A compilation of the relevant spectroscopic data has been presented. The availability of these compounds and their characterization data will enable further study of the structure–reactivity relationships.
This report describes a simple, safe and effective method to prepare nitrate esters of terpenes...
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