Studies on Photochemical Reactions of Air Pollutants. XIII. Formation of Nitrophenols by the Reactions of Three Toluene Oxides with Nitrogen Dioxide in Air.

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Abstract
Three toluene oxides reacted with nitrogen dioxide in air to give nitrocresols. 1-Methylbenzene oxide (1) and 3-methylbenzene oxide (2) gave the same nitrocresols, including 2-methyl-6-nitrophenol (1b) and 2-methyl-4-nitrophenol (1c), while 4-methylbenzene oxide (3) gave only 4-methyl-2-nitrophenol (3b). Irradiation with a xenon lamp through a Pyrex filter (cut-off below 290 nm) did not affect the product distribution. Only 1-methylbenzene oxide (1) generated fog when it was brought into contact with nitrogen dioxide in air

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