Gas-phase reaction of phenol with NO3

被引:91
作者
Bolzacchini, E
Bruschi, M
Hjorth, J
Meinardi, S
Orlandi, M
Rindone, B
Rosenbohm, E
机构
[1] Univ Milano Bicocca, Dept Environm Sci, I-20126 Milan, Italy
[2] Commiss European Communities, Joint Res Ctr, Inst Environm, I-21020 Ispra, VA, Italy
关键词
D O I
10.1021/es001290m
中图分类号
X [环境科学、安全科学];
学科分类号
08 ; 0830 ;
摘要
The fast gas-phase reaction of NO3 radicals with phenol was found to yield 2-nitrophenol as the only relevant nitration product. The yield of this product was high and independent of the concentration of NO2 at the concentrations applied. In the presence of ozone, also significant amounts of 4-nitrophenol and p-benzoquinone were formed. The rate constant of the reaction between NO3 radicals and phenol was determined to be 5.8 x 10(-12) cm(3) molecule(-1) s(-1) The selective formation of 2-nitrophenol (2) is suggested to derive from either the concerted keto-enol tautomerism in the reaction of a phenoxy radical with NO2 or the concerted elimination of nitric acid from a cyclohexa-3,5-diene intermediate.
引用
收藏
页码:1791 / 1797
页数:7
相关论文
共 34 条
[11]   Nighttime tropospheric chemistry:: Kinetics and product studies in the reaction of 4-alkyl- and 4-alkoxytoluenes with NO3 in gas phase [J].
Bolzacchini, E ;
Meinardi, S ;
Orlandi, M ;
Rindone, B ;
Hjorth, J ;
Restelli, G .
ENVIRONMENTAL SCIENCE & TECHNOLOGY, 1999, 33 (03) :461-468
[12]  
BOLZACCHINI E, 1998, EUR 2 S CHEM MECH DE
[13]  
BOLZACCHINI E, 1998, 6 FECS C CHEM ENV CO
[14]   OBSERVATION ON GREAT DUN FELL OF THE PATHWAYS BY WHICH OXIDES OF NITROGEN ARE CONVERTED TO NITRATE [J].
COLVILE, RN ;
CHOULARTON, TW ;
GALLAGHER, MW ;
WICKS, AJ ;
DOWNER, RM ;
TYLER, BJ ;
STORETONWEST, KJ ;
FOWLER, D ;
CAPE, JN ;
DOLLARD, GJ ;
DAVIES, TJ ;
JONES, BMR ;
PENKETT, SA ;
BANDY, BJ ;
BURGESS, RA .
ATMOSPHERIC ENVIRONMENT, 1994, 28 (03) :397-408
[15]   ONE-ELECTRON OXIDATION OF ALKYLBENZENES IN ACETONITRILE BY PHOTOCHEMICALLY PRODUCED NO3. - EVIDENCE FOR AN INNER-SPHERE MECHANISM [J].
DEL GIACCO, T ;
BACIOCCHI, E ;
STEENKEN, S .
JOURNAL OF PHYSICAL CHEMISTRY, 1993, 97 (21) :5451-5456
[16]  
*EC, UPT NITR AR COMP TRO
[17]  
Finlayson-Pitts B.J., 2000, ATMOSPHERIC CHEM FUN
[18]  
Frisch M.J., 1995, GAUSSIAN 94
[19]  
GEISSLER A, 1994, WATER RES, V28, P2047
[20]  
GEISSLER A, 1993, VOM WASSER, V80, P357