Reaction of dinitrogen pentoxide with fluoranthene
The products and mechanisms of the reactions of dinitrogen pentoxide (N/sub 2/O/sub 5/) with fluoranthene (FL) in aprotic solvents have been investigated. The influence of solvent polarity and temperature and the effects of addition of HNO3 on the resulting nitrofluoranthene (NFL) isomer distributions have been studied. These data are compared with the NFL isomer distributions resulting from the reactions of FL with N/sub 2/O/sub 5/ and other nitrating agents in the gas and adsorbed phases. In the gas phase and in CCl4 solution at ambient temperature, 2-NFL is the only mononitro isomer formed from the reaction of FL with N/sub 2/O/sub 5/. However, in more polar solvents (CH/sub 3/CN and CH/sub 3/NO/sub 2/) and in CCl/sub 4/ at subambient temperature (-15/sup 0/C), as well as with FL in the adsorbed state, reaction with N/sub 2/O/sub 5/ produces only the 3-,8-,7-, and 1-NFL isomers. A homolytic mechanism for the formation of the 2-NFL isomer is postulated
- Research Organization:
- Univ. of California, Riverside
- DOE Contract Number:
- AA03-76SF00034; AS03-79EV10048
- OSTI ID:
- 5532926
- Journal Information:
- J. Am. Chem. Soc.; (United States), Vol. 108:14
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
CONDENSED AROMATICS
CHEMICAL REACTIONS
NITROGEN OXIDES
CARBON TETRACHLORIDE
EXPERIMENTAL DATA
ISOMERIZATION
LOW TEMPERATURE
NITRIC ACID ESTERS
SOLVENT PROPERTIES
AROMATICS
CHALCOGENIDES
CHLORINATED ALIPHATIC HYDROCARBONS
DATA
ESTERS
HALOGENATED ALIPHATIC HYDROCARBONS
INFORMATION
NITROGEN COMPOUNDS
NUMERICAL DATA
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
OXIDES
OXYGEN COMPOUNDS
400301* - Organic Chemistry- Chemical & Physicochemical Properties- (-1987)