Formation of nitroarenes from the reaction of polycyclic aromatic hydrocarbons with dinitrogen pentaoxide
Reactions of six polycyclic aromatic hydrocarbons (PAH) (fluoranthene (FL), pyrene (PY), benz(a)anthracene (BaA), chrysene (CHRY), benzo(a)pyrene (BaP), and perylene (PER)), deposited on glass-fiber filters, with gaseous N/sub 2/O/sub 5/ in air were investigated in an all-Teflon chamber. Pyrene, FL, BaP, and BaA gave significant yields of nitro derivatives after only a 30-min exposure. In control exposures to NO/sub 2/ plus HNO/sub 3/ mixtures or to HNO/sub 3/ alone, the yields of nitro derivatives of PY, FL, and BaA were very low relative to those in the N/sub 2/O/sub 5/ exposures. The reactivity ranking of these PAH toward gaseous N/sub 2/O/sub 5/ was PY > FL > BaP > BaA > PER > CHRY. This order is significantly different from that previously observed for nitration of PAH deposited on glass-fiber filters and exposed to a flow of gaseous NO/sub 2/ + HNO/sub 3/ or for nitration of PAH in solution by NO/sub 2//N/sub 2/O/sub 4/ mixtures. It also differs from the reactivity ranking determined in this study for the reaction of these PAH with N/sub 2/O/sub 5/ in CCl/sub 4/ solution of PER > BaP > BaAgreater than or equal to PY > FL greater than or equal to CHRY. Environmental implications are discussed.
- Research Organization:
- Univ. of California, Riverside
- OSTI ID:
- 5623089
- Journal Information:
- Environ. Sci. Technol.; (United States), Journal Name: Environ. Sci. Technol.; (United States) Vol. 19:1; ISSN ESTHA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
Atmospheric-- Chemicals Monitoring & Transport-- (-1989)
54 ENVIRONMENTAL SCIENCES
AEROSOLS
AROMATICS
ATMOSPHERIC CHEMISTRY
CHALCOGENIDES
CHEMISTRY
COLLOIDS
DISPERSIONS
ENVIRONMENTAL EFFECTS
EXPOSURE CHAMBERS
HYDROCARBONS
HYDROGEN COMPOUNDS
INORGANIC ACIDS
NITRATION
NITRIC ACID
NITRO COMPOUNDS
NITROGEN COMPOUNDS
NITROGEN DIOXIDE
NITROGEN OXIDES
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
POLYCYCLIC AROMATIC HYDROCARBONS
POLYCYCLIC NITRO COMPOUNDS
SOLS
SYNTHESIS