Oxocarboxylic and alpha-omega-Dicarboxylic acids: photooxidation products of biogenic unsaturated fatty acids present in urban aerosols
Oxocarboxylic and alpha-omega-Dicarboxylic acids: photooxidation products of biogenic unsaturated fatty acids present in urban aerosols
Stephanou E.G. and Stratigakis N.
Department of Chemistry, Division of Environmental Chemistry,
University of Crete, 71409 Heraklion, Greece, and Institute
of Marine Biology of Crete, 71003 Heraklion, Greece
Abstract
omega-Oxocarboxylic and alpha-omega-dicarboxylic acids
in the free and salt form have been determined in airborne
and near-ground particles in an urban coastal area
in the eatsern Mediterranean Sea. They range from C(6)
to C(26), with a maximum concentration at C(9) and
C(8). The sum of the concentrations of C(8) and C(9),
omega-oxo- and alpha-omega-dicarboxylic acids, represents
an important proportion (10-36 %) of the acidic fraction
of aeolian particulates extracts. The compounds C(6)
and C(7) are believed to be photooxidation products
of anthropogenic cyclic olefins, while those ranging
from C(12) to C(26) are considered likely to be of
biogenic origin. The 1,8-octanedioic and 1,9-nonanedioic
acids are proposed to be oxidation products unsaturated
fatty acids. The simultaneaous presence of the corresponding
8-oxooctanoic and 9-oxononanoic acids as well as of
the 9.10-epoxyoctadecanoic acid of 1-nonanal and of
nonanoic acid, when correlated to the very low concentration
(or even absence) of unsaturated fatty acids, represents
additional evidence for the above hypothesis. A mechanism
of this atmospheric photooxidation reaction is proposed.
Environ. Sci. Technol. 1993, 27, 1403-1407