Di-(1-adamantyl)iminoxy. Preparation and Dipole Moment

Abstract

The di-(1-adamantyl)iminoxy radical, (1-Ad)2C=NO•, has been prepared from the corresponding imine. It is a blue, crystalline material that is stable indefinitely in air at room temperature in the solid state. Dipole moments have been measured in benzene at 30° for the radical (2.90 D), for (1-Ad)2C=NH (2.49 D), and for (1-Ad)2C=NOMe (0.79 D). In the radical the unpaired spin density on nitrogen is estimated to be ca. 25%.