Irradiation of (E)-2-hydroxyiminocyclododecanone (1) in methanolic solution through quartz with a medium-pressure mercury lamp gives (Z)-2-hydroxyiminocyclododecanone (2), 1-hydroxy-12-hydroxyiminobicyclo[8.2.0]dodecane (3), (2-oxocyclodecane)acetonitrile (6), and methyl undec-10-enoate (7); compounds (3), (6), and (7) are considered to be formed via Norrish type II processes.
S. McLean, J. Wong and P. Yates, J. Chem. Soc., Chem. Commun., 1980, 746 DOI: 10.1039/C39800000746
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