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1686742 
Journal Article 
Nitration of styrenes by dinitrogen pentoxide in dichloromethane 
Lewis, RJ; Moodie, RB 
1996 
Yes 
Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry
ISSN: 0300-9580 
7 
1315-1320 
WOS:A1996UW60300010 
The reaction of 4-R-substituted styrenes (R = H, Me, Cl, CF3, NO2) with N2O5 in dichloromethane gives several products including 1-aryl-2-nitroethyl nitrate 1, 1,2-dinitro-1-arylethane 2, 1,2-dinitrato-1-arylethane 3 and 2-aryl-2-nitroethyl nitrate 4. When R = CF3 or NO2, 1-4 are the only products and 1 predominates at low temperature and/or high concentrations of N2O5. All are formed in part by radical pathways, as is shown by N-15 CIDNP effects. Evidence for ionic pathways is also presented. The kinetics of formation of 1 from 4-nitrostyrene at -45 degrees C are of high order in N2O5. 
• Nitrate/Nitrite
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