P. N. Chen, G. Junk, H. Svec
Apr 1, 1979
Citations
0
Influential Citations
20
Citations
Journal
Environmental Science & Technology
Abstract
The polyaromatic hydrocarbons, acenaphthylene (1) and acenaphthene (2), were ozonated separately in hexane (H), in methanol (M), and in water (W). The reaction products were separated and identified by packed column gas chromatography, combintion gas chromatography/mass spectrometry, and NMR and IR spectroscopy. The major products from the ozonation of 1 in the three solvent systems were: 1,8-naphthalenedialdehyde (H,M,W); 1,8-naphthalene anhydride (H,M,W); methyl 8-formyl-1-naphthoate (M); dimethoxyacetal 1,8-naphthalenedialdehyde (M); 1,2-epoxy acenaphthylene (W); 1-naphthoic acid (W); and 1,8-naphthaldehydic acid (W). The major products from the ozonation of 2 were: 7-formyl-1-indanone (H,M,W); methyl 1-indanone-7-carboxylate (M); 1-indanone (M,W); 7-hydroxy-1-indanone (M,W); 1-indanone-7-carboxylic acid (W); indane-1,7-dicarboxylic acid (W); and indane-1-formyl-7-carboxylic acid (W). Reaction pathways are proposed for some of these identified products.