ABTRACT
Syringol 2 (R=H) reacted with chlorine dioxide to give the dione 7 and its benzilic acid rearrangement product 8a as the major products. Other products were the dimethoxybenzoquinones 3a and 3b, 3-chlorosyringol 4b, chlorocyclopropenone 5, 2-furoic acid 6a and the dichioromethylenefuranones 10a and 10b. Two samples of effluent from chlorine dioxide bleaching contained the dione 7, while one sample contained the furanone 10a, and one contained the isomer 10b.