9-Hydroxyxanthene

9-Hydroxyxanthene Basic information
Product Name:9-Hydroxyxanthene
Synonyms:xanthydrol solution;XANTHYDROL,REAGENT;Xanthydrol, 98+%;9-Hydroxyxanthene, 9-Xanthenol;9-Hydroxy-9H-xanthene;XANTHYDROL R. G., REAG. PH. EUR.;XANTHYDROL SOLUTION, PACKAGE WITH 100 ML ,~10% IN METHANOL;9-HYDROXYXANTHENE, 98+%
CAS:90-46-0
MF:C13H10O2
MW:198.22
EINECS:201-996-1
Product Categories:Building block;Aromatics;Analytical Reagents;Life Science;Intermediates & Fine Chemicals;Pharmaceuticals;Drug bulk;Heterocycles;Special Applications
Mol File:90-46-0.mol
9-Hydroxyxanthene Structure
9-Hydroxyxanthene Chemical Properties
Melting point 122-124 °C
Boiling point 275.53°C (rough estimate)
density 0.83 g/mL at 20 °C
refractive index 1.6620 (estimate)
Fp 11 °C
storage temp. 2-8°C
solubility methanol: 0.1 g/mL, clear
pka13.57±0.20(Predicted)
form Crystalline Powder
color White to off-white
Sensitive Light Sensitive
BRN 10395
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
LogP2.270 (est)
CAS DataBase Reference90-46-0(CAS DataBase Reference)
EPA Substance Registry System9H-Xanthen-9-ol (90-46-0)
Safety Information
Hazard Codes F,T,Xi,Xn
Risk Statements 11-23/24/25-39/23/24/25-40
Safety Statements 7-16-24-45-24/25-36-22-36/37
RIDADR UN 1230 3/PG 2
WGK Germany 3
RTECS ZD5710000
8-10-23
Hazard Note Irritant
TSCA Yes
HS Code 29329990
MSDS Information
ProviderLanguage
9H-Xanthen-9-ol English
SigmaAldrich English
ACROS English
ALFA English
9-Hydroxyxanthene Usage And Synthesis
Chemical PropertiesWhite needle crystals. Melting point 123℃, easily soluble in cold acetone, soluble in alcohol, chloroform, very slightly soluble in water. Dissolved in concentrated sulfuric acid, it is yellow and has green fluorescence.
Uses9-Hydroxyxanthene is an Intermediate in the preparation of Propantheline Bromide. It is useful in tests for urea also used in the protection of thiols as their S-xanthenyl (Xan) thioethers, by reaction in the presence of TFA.
ApplicationXanthydrol 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).
Preparationsynthesis 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%.
Definition9H-Xanthen-9-ol is a derivative of xanthene that is a natural product found in Xanthium spinosum and Xanthium strumarium.
General DescriptionXanthydrol is also known as 9H-xanthen-9-ol. Xanthydrol is a natural drug that has been used in traditional Chinese medicine for treating a variety of diseases. It is extracted from Rhizoma Gastrodiae and Angelicae Dahuricae. It has shown to be effective against various metabolic disorders, including insulin resistance, hyperlipidemia, and diabetes. The mechanism of action of Xanthydrol is not known but it is thought to be due to its ability to activate the immune system by transferring reactions and promoting the production of antibodies. It also shows anti-inflammatory effects by inhibiting the production of prostaglandins and leukotrienes. It can also inhibit angiotensin II, which may reduce high blood pressure and congestive heart failure.
Purification MethodsCrystallise 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.]
Methylparaben 5(6)-Aminofluorescein 3,4,5,6-TETRACHLOROFLUORESCEIN 4',5'-DIBROMOFLUORESCEIN 2',7'-DICHLOROFLUORESCEIN 5-Carboxyfluorescein 4-Hydroxybenzoic acid Hydroxyapatite 6-Aminofluorescein ERYTHROSIN B ISOTHIOCYANATE, ISOMER II 9-PHENYLXANTHEN-9-OL ERYTHROSIN B 6-CARBOXYFLUORESCEIN DIACETATE Fluorescein diacetate 9-Hydroxyxanthene 4-Hydroxybenzaldehyde 6-Carboxyfluorescein 5-CARBOXYFLUORESCEIN DIACETATE

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