Chemical Properties
White powder.Insoluble in
water; soluble in alcohol.
Application
Xanthydrol may be used as a derivatization agent for the following:
Analysis of urea in urine and wine samples using high-performance liquid chromatography (HPLC) technique.
Analysis of trace levels of carbamate pesticides in surface water by gas chromatography–mass spectrometry (GC-MS).
Uses
Intermediate in the preparation of Propantheline Bromide.
Preparation
synthesis of xanthydrol: The amalgam sodium in dry toluene was warmed to 50°C, the xanthone-ethanol suspension was added, and the temperature was rapidly raised to 60-70°C with vigorous stirring. After the reaction is completed, the mercury is separated. The reaction solution was filtered, the filtrate was poured into the stirred blue distilled water, the 9-hydroxyxanthene was filtered out, washed with water, and dried to obtain the finished product with a yield of 91-95%.
Reactions
9-Hydroxyxanthene (xanthydrol) reacts with a variety of proteins and inactivates certain enzymes. The research data indicate that in acetic acid solution xanthydrol reacts with the following amino acids: arginine, asparagine, cysteine, glutamine, histidine, lysine, and tryptophan. The a-amino group of cu-amino acids does not react with xanthydrol under these conditions, since alanine, serine, isoleucinc, and tyrosine failed to react[1].
General Description
Xanthydrol is also known as 9H-xanthen-9-ol.
Purification Methods
Crystallise xanthydrol from EtOH and dry it at 40-50o. [Beilstein 17 H 129, 17 I 72, 17 II 146, 17 III/IV 1602, 17/4 V 502.]
References
[1] REACTIONS OF XANTHYDROL. 1954.
[2] Tu Q et al. Quantification ethyl carbamate in wines using reaction-assisted-extraction with 9-xanthydrol and detection by heart-cutting multidimensional gas chromatography-mass spectrometry. Analytica Chimica Acta, 2018; 1001: 86-92.
