Geraniol (2,6-dimethyl-2,6-octadien-8-ol) reactions with ozone and OH radical: Rate constants and gas-phase products

The bimolecular rate constants, k(OH+geraniol), (231 +/- 58)x 10(-12) cm(3) molecule(-1)s(-1) and k(O3+geraniol), (9.3 +/- 2.3) x 10(-16) cm(3) molecule(-1) s(-1), were measured using the relative rate technique for the reaction of the hydroxyl radical (OH) and ozone (O-3) with 2,6-dimethyl-2,6-octadien-8-ol (geraniol) at (297 +/- 3)K and 1 atmosphere total pressure. To more clearly define part of geraniol's indoor environment degradation mechanism, the products of the geraniol+OH and geraniol+O-3 reactions were also investigated. The identified geraniol+OH and geraniol+O-3 reaction products were: acetone, hydroxyacetalclehyde (glycolaldehyde, HC(=O)(CHOH)-O-2), ethanedial (glyoxal, HC(=O)C(=O)H), and 2-oxopropanal (methylglyoxal, CH3C(=O)C(=O)H). The use of derivatizing agents O-(2,3,4,5,6-pentafluorobenzyl)hydroxylamine (PFBHA) and N,O-bis(trimethylsilyl) trifluoroacetamide (BSTFA) were used to propose 4-oxopentanal as the other major geraniol+OH and geraniol+O-3 reaction product. The elucidation of this other reaction product was facilitated by mass spectrometry of the derivatized reaction products coupled with plausible geraniol+OH and geraniol+O-3 reaction mechanisms based on previously published volatile organic compound+OH and volatile organic compound+O-3 gas-phase reaction mechanisms. Published by Elsevier Ltd.