The Photochemistry of Carbamates V: The Photodecomposition of Sevin (1-naphthyl-N-methyl carbamate) and of Phenmec (phenyl-N-methyl carbamate)

Publisher Website
Google Scholar
Abstract
The photodecomposition of Sevin (1-naphthyl-N-methyl carbamate) and of Phenmec (phenyl-N-methyl carbamate) in aerated and degassed solutions has been examined. The solvents were ethanol, cyclohexane, isopropyl alcohol and t-butanol; the exciting wavelength was > 265 nm. In the case of Sevin the major products are α-naphthol and naphthalene. Traces of β-naphthyl-1-naphthol and of photo Fries products were also detected for long irradiation times. In the case of Phenmec the products are: phenol, 2-hydroxy-N-methylbenzamide, Chydroxy-N-methyl benzamide and benzene. For both molecules, photodecomposition proceeds via α and β cleavage.