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90-46-0

90-46-0 Structure

90-46-0 Structure
IdentificationMore
[Name]

9-Hydroxyxanthene
[CAS]

90-46-0
[Synonyms]

9H-XANTHEN-9-OL
9-HYDROXYXANTHENE
9-Hydroxyxanthene,10% methylalcohol solution
9-XANTHENOL
9-XANTHYDROL
HYDROXYXANTHENE(9-)
XANTHANOL
Xanthanol,10%methyl alcohol solution
XANTHEN-9-OL
XANTHYDROL
9H-Xanthen-9-oll
Hydroxyxanthene
XANTHYDROL R. G., REAG. PH. EUR.
XANTHYDROL SOLUTION, PACKAGE WITH 100 ML ,~10% IN METHANOL
9-HYDROXYXANTHENE, 98+%
XANTHYDROL (10% IN METHANOL)
Xanthene-9-OL
xanthydrol solution
XANTHYDROL,REAGENT
9-Hydroxyxanthene, 9-Xanthenol
[EINECS(EC#)]

201-996-1
[Molecular Formula]

C13H10O2
[MDL Number]

MFCD00005057
[Molecular Weight]

198.22
[MOL File]

90-46-0.mol
Chemical PropertiesBack Directory
[Definition]

A derivative of xanthene
[Appearance]

white powder
[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
[form ]

Crystalline Powder
[pka]

13.57±0.20(Predicted)
[color ]

White to off-white
[Stability:]

Stable. Combustible. Incompatible with strong oxidizing agents.
[Sensitive ]

Light Sensitive
[BRN ]

10395
[InChI]

1S/C13H10O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8,13-14H
[InChIKey]

JFRMYMMIJXLMBB-UHFFFAOYSA-N
[SMILES]

OC1c2ccccc2Oc3ccccc13
[LogP]

2.270 (est)
[CAS DataBase Reference]

90-46-0(CAS DataBase Reference)
[EPA Substance Registry System]

90-46-0(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Skull and Crossbones (GHS06)Health Hazard (GHS08)
GHS02,GHS06,GHS08
[Signal word ]

Danger
[Hazard statements ]

H225-H301+H311+H331-H370
[Precautionary statements ]

P210-P280-P301+P310+P330-P302+P352+P312-P304+P340+P311
[Hazard Codes ]

F,T,Xi,Xn
[Risk Statements ]

R11:Highly Flammable.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R40:Limited evidence of a carcinogenic effect.
[Safety Statements ]

S7:Keep container tightly closed .
S16:Keep away from sources of ignition-No smoking .
S24:Avoid contact with skin .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S22:Do not breathe dust .
[RIDADR ]

UN 1230 3/PG 2
[WGK Germany ]

3
[RTECS ]

ZD5710000
[F ]

8-10-23
[Hazard Note ]

Irritant
[TSCA ]

Yes
[HS Code ]

29329990
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Amalgam sodium-->Xanthone-->NSC26684-->2-(2-bromophenoxy)benzaldehyde-->Phenol-->4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene-->2-Chlorobenzoic acid
[Preparation Products]

N-Boc-N'-xanthyl-L-asparagine-->N-Boc-N'-(9-xanthenyl)-L-glutamine-->Xanthene
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

9H-Xanthen-9-ol(90-46-0).msds
Hazard InformationBack Directory
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

9-Hydroxyxanthene(90-46-0)1HNMR
9-Hydroxyxanthene(90-46-0)IR1
9-Hydroxyxanthene(90-46-0)IR2
9-Hydroxyxanthene(90-46-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

9-Hydroxyxanthene, 99%(90-46-0)
[Alfa Aesar]

Xanthydrol, 98+%(90-46-0)
[Sigma Aldrich]

90-46-0(sigmaaldrich)
[TCI AMERICA]

Xanthydrol  (10% in Methanol)(90-46-0)
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