Abstract
The effect of o-substituents, other than alkyls, of phenols was studied. In this case, an α-hydrogen of an o-substituent was found to be abstracted by a phenoxy radical, resulting in the regeneration of a new phenol to enhance the activities, especially n value, of a phenol. The substituent effect proposed so far was not observed on ortho position. New effects, however, are found; it can probably change the distribution of the electron of a phenoxy radical and an electron-withdrawing group on the α-carbon of the o-substituent can enhance the activity of a phenol, or an o-substituent such as acetyl deactivates a phenol by hydrogen bonding. In conclusion, an o-acetyl substituent lowered the activity of phenol ( n=0.7) compared with that of BHT, but an o-monochloroacetyl substituent having electron-withdrawing nature enhanced the activity ( n=3.6) considerably.
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