tigation was to separate the components more completely and to Treatment of maple wood with a 2% solution of hydrogen chloride in ethanol yields around 25-30% of the lignin as a mixture of watersoluble, largely monomeric, propylphenol derivatives (termed ethanolysis oils) which are separable into bisulfite-soluble, alkali-soluble and neutral fractions.' The alkali-soluble fraction2 consists of a-ethoxypropiovanillone [2-ethoxy-1-
OC2HsO C Z H~ I I
L. Roux found that α-bromonaphthalene was partly converted into β-bromonaphthalene by warming with aluminium chloride and carbon disulphide. Because of the interest in the β-derivatives for the preparation of naphthalene-2-acetic acid, one of the synthetic plant hormones, this investigation was undertaken to improve, if possible, upon the yield hitherto obtained. Several metals, notably antimony, molybdenum, nickel, and tungsten, in conjunction with aluminium chloride, gave increased yields.
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