SO2-enhanced nitration of fluoranthene and pyrene adsorbed on particulate matter in the heterogeneous reaction in the presence of NO2

Citation
K. Inazu et al., SO2-enhanced nitration of fluoranthene and pyrene adsorbed on particulate matter in the heterogeneous reaction in the presence of NO2, POLYCYCL AR, 20(1-4), 2000, pp. 191-203
Citations number
16
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
POLYCYCLIC AROMATIC COMPOUNDS
ISSN journal
10406638 → ACNP
Volume
20
Issue
1-4
Year of publication
2000
Pages
191 - 203
Database
ISI
SICI code
1040-6638(2000)20:1-4<191:SNOFAP>2.0.ZU;2-P
Abstract
Heterogeneous photoreaction of fluoranthene (FL) or pyrene (PY) adsorbed on solid support under 10 ppm NO2-air in the presence or absence of SO2 was i nvestigated in order to clarify the effect of SO2 on nitroarene formation. Formation yield of nitrofluoranthenes (NFs) and nitropyrenes (NPs) were inc reased by the addition of SO2 to reaction atmosphere. 1-, 2-, 7-, and 8-NFs were formed in the presence of SO2 while 1-, 2-, and 7-NF were detected in the absence of SO2. After the reaction for 4 h, yield of 2-NF in the prese nce of 10 ppm of SO2 was 1.5 times as large as that in the absence of SO2. 1-NP and 1,3-, 1,6-, 1,8-dinitropyrenes (DNPs) were formed both in the pres ence and in the absence of SO2. After the reaction for 2 h, yields of 1-NP and DNPs in the presence of 10 ppm of SO2 were about three times and twice as large as those in the absence of SO2, respectively. While the yield of 1 -NP and degradation rate of PY were hardly affected by the concentration of SO2, the yield of DNPs increased with the increase in SO2 concentration. T he isomer distributions of NFs and NPs indicated that NFs and NPs were form ed by non-electrophilic nitration and electrophilic nitration, respectively .