Abstract

Abstract. Organic nitrate esters are key products of terpene oxidation in the atmosphere. We report here the preparation and purification of nine nitrate esters derived from (+)-3-carene, limonene, α-pinene, β-pinene and perillic alcohol. The availability of these compounds will enable detailed investigations into the structure–reactivity relationships of aerosol formation and processing and will allow individual investigations into aqueous-phase reactions of organic nitrate esters.

Highlights

  • Biogenic volatile organic compound (BVOC) emissions account for ∼ 88 % of non-methane VOC emissions

  • Only produced an undesired methyl ether. It is unclear if this product was generated through methanolysis of the nitrate ester or direct substitution of the epoxide

  • The regiochemistry of the nitration was elucidated with gHSQC nuclear magnetic resonance (NMR) data

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Summary

Introduction

Biogenic volatile organic compound (BVOC) emissions account for ∼ 88 % of non-methane VOC emissions. Α-pinene alone is estimated to generate ∼ 66 Tg yr−1 (Guenther et al, 2012) These monoterpenes can be oxidized by nitrate radicals that are projected to account for more than half of the monoterpene-derived secondary organic aerosol (SOA) in the US (Pye et al, 2010). A large portion (30 %–40 %) of monoterpene emissions occur at night (Pye et al, 2010). These emissions can react with NO3 radicals, formed from the oxidation of NO2 emissions by O3 (Pye et al, 2010)

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