al analytical methods. (2) The chlorinated
derivative is entirely soluble in sodium sulphite solution. This
solution, shaken with benzoyl chloride, with addition of sodium hydrate
in successive portions, shows only a small formation of insoluble
benzoate, which separates as a tarry precipitate. (3) The empirical
formula of the lignone complex in its isolated forms indicates that very
little hydrolysis occurs in the processes of isolation. Thus the
chlorinated product we may assume to be derived from the complex
C_{19}H_{22}O_{9}. In the soluble by-products from the bisulphite
processes of pulping wood the lignone exists as a sulphonated
derivative, C_{24}H_{23}(OCH_{3})_{2}.(SO_{3}H).O_{7}. The original
lignone may be regarded as passing into solution as a still condensed
complex derived from C_{24}H_{26}O_{12} (Tollens). There is evidently
little attendant hydroxylation, and another essential feature is the
small molecular proportion of groups showing the typical sulphonation.
It appears that in the lignone the elements are approximately in the
relation C_{6} : H_{6} : O_{3}, and it may assist this discussion to
formulate the main constitutional types consistent with this ratio,
viz.:
(1) The trihydroxybenzenes C_{6}H_{3}(OH)_{3}.
(2) Methylhydroxyfurfural C_{5}H_{2}O.(OH)(CH_{3}).
(CH_{3})
/ \
(3) Methylhydroxypyrone CO
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