120912-96-1Relevant academic research and scientific papers
Action of Red Light on Solid (-)-2-Chloro-2-nitrosocamphane: Nuclear and Electron Paramagnetic Resonance Studies, Reaction Products, and Solid-state Photolysis Reaction Mechanisms
Majeed, Nesreen N.,MacDougall, Gordon S.,Porte, Andrew L.,Sadler, Ian H.
, p. 1027 - 1034 (2007/10/02)
Analysis of the 1H n.m.r. spectrum of (-)-2-chloro-2-nitrosocamphane (3) defines its molecular structure.Irradiation of the blue solid rapidly inverts the configuration at C(2) and causes a photochemically initiated Beckmann rearrangement to the nitroxide radical (7).Extended irradiation generates two additional nitroxide radicals (8) and (9), camphor oxime (10), camphor (11), 2-chloro-2-nitrocamphane (12), and 2-chloro-2-nitratocamphane (13).N.m.r. methods show that in (12) the configuration at C(2) is inverted relative to that in the parent chloro-nitroso compound (3).The combination of chemical and spectroscopic evidence enables some of the steps in the solid-state red photolysis reactions of (3) to be unravelled.
