AMMONOLYSIS OF URONIC ESTER GROUPS IN BIRCH XYLAN

Abstract

Solvent-extracted white birch, kept near 20° in liquid ammonia under pressure for 72 h and then extracted with methanol to remove acetamide, retained 0.25% of amide nitrogen. Extraction of the very finely ground residual wood with hot water yielded 21% as a 4-O-methylglucuronoxylan containing 0.53% of amide nitrogen. Alkaline hydrolysis removed the amide absorption in the infrared and restored the normal xylan spectrum. These results, supported by various control experiments, showed that amide groups in the ammonia-treated wood were derived from lactone or ester groups in the original 4-O-methylglucuronoxylan. Some of the uronic acid groups in the native wood presumably existed as ester crosslinks.