Two #x3B2;-methoxy lignin model compounds were heated at 150#xB0;C in aqueous sodium hydroxide and in mixtures of NaOH/glucose and NaOH/glucose/AQ. Practically no #x3B2;-ether cleavage was observed under these simulated pulping conditions. The principal products were vinyl ethers and C#x3B1;-reduction products; the former dominating in NaOH, the latter in the anthraquinone case. The observation of C#x3B1;-reduction products indicates that electron transfer reactions had occurred. Attempts to prepare #x3B2;-(3-butenyl)-#x3B2;-methoxy lignin models failed.
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