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Issue 21, 2009
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Mechanisms for the formation of organic acids in the gas-phase ozonolysis of 3-carene

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Abstract

This paper describes experimental studies aimed at elucidating mechanisms for the formation of low-volatility organic acids in the gas-phase ozonolysis of 3-carene. Experiments were carried out in a static chamber under ‘OH-free’ conditions. A range of multifunctional acids—which are analogous to those observed from α-pinene ozonolysis—were identified in the condensed phase using gas chromatography coupled to mass spectrometry after derivation. Product yields were determined as a function of different OH radical scavengers and relative humidities to give mechanistic information about their routes of formation. Furthermore, an enone and an enal derived from 3-carene were ozonised in order to probe the early mechanistic steps in the reaction and, in particular, which of the two initially formed Criegee intermediates gives rise to which products. Branching ratios for the formation of the two Criegee Intermediates are determined. Similarities and differences in product formation from 3-carene and α-pinene ozonolysis are discussed and possible mechanisms—supported by experimental evidence—are developed for all acids investigated.

Graphical abstract: Mechanisms for the formation of organic acids in the gas-phase ozonolysis of 3-carene

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Article information


Submitted
22 Oct 2008
Accepted
27 Feb 2009
First published
25 Mar 2009

Phys. Chem. Chem. Phys., 2009,11, 4184-4197
Article type
Paper

Mechanisms for the formation of organic acids in the gas-phase ozonolysis of 3-carene

Y. Ma, R. A. Porter, D. Chappell, A. T. Russell and G. Marston, Phys. Chem. Chem. Phys., 2009, 11, 4184
DOI: 10.1039/B818750A

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