By Rudolf Pribil
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The usual products contain certain amounts of Cresol Red, imino diacetic acid and the half-condensation product Semi-Xylenol Orange, SXO (XXl). The last-named compound was first isolated from commercial samples by Olson and Margerum . These authors point ed out that Semi-Xylenol Orange is a more sensitive reagent than 34 D e t e c t i o n of the T i t r a t i o n E n d - p o i n t [Ch. 2 Murakami et al.  found that the Xylenol Orange for zirconium. purification of XO by chromât ography with various alcohol/acetic acid mixtures as eluents led to de composition of the XO to a red compound which formed no che late s with metal ions, but they succeeded in separation of Cresol Red and SXO from XO, and of XO and iminodiacetic Yamada acid from SXO by column chrom atography on cellulose powder.
Remarks. Yoshino et al.  have thoroughly studied the purity of Methylthymol Blue and succeeded (by chromatography on cellulose and paper) in isolating the semi-condensation product Semi-Methylthymol Blue ( S T M B ) . It has similar properties to MTB but forms only 1:1 complexes. These authors assume that this compound would be a very good spectrophotometric reagent. According to Kosenko et al.  commercial preparations of MTB can contain up to 50°/o of SMTB. Both indicators can be separated from such mixtures by gel filtration on a column packed with Molselect G-10 or G-25, by elution with water.
The most interesting reaction of this compound was dis covered by Leonard  and exploited by Belcher, Leonard and West · The red complexes of Alizarin Complexone with cerium, lanthanum and praseodymium form a blue ternary complex with fluoride, which allows spectrophotometrie determination of fluoride. It was the first direct colour reaction for fluoride and has been widely applied . 6. Naphthol Violet and Glycinenaphthol Violet Both indicators (XXII-A, X X X I I - B ) are again of complexone type.