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X201

Sigma-Aldrich

Xanthene

99%

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About This Item

Empirical Formula (Hill Notation):
C13H10O
CAS Number:
92-83-1
Molecular Weight:
182.22
Beilstein/REAXYS Number:
133939
EC Number:
202-194-4
MDL number:
MFCD00005055
UNSPSC Code:
12352100
PubChem Substance ID:
24902135

assay

99%

bp

310-312 °C (lit.)

mp

101-102 °C (lit.)

SMILES string

C1c2ccccc2Oc3ccccc13

InChI

1S/C13H10O/c1-3-7-12-10(5-1)9-11-6-2-4-8-13(11)14-12/h1-8H,9H2

InChI key

GJCOSYZMQJWQCA-UHFFFAOYSA-N

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General description

Xanthene (10H-9-oxaanthracene) is a heterocyclic compound generally used as an important building block in organic synthesis. It is a core moiety of many dyes like fluorescein, eosins, and rhodamines.[1]

Application

Xanthene can be used as:
  • A reactant in the dehydrogenative cross-coupling reaction with carbonyl compounds.[2][3]
  • A substrate to synthesize N-xanthyl-p-toluenesulfonamide via C−H amination with tosyl azide using rhodium catalyst.[4]

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

pcodes

P280

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBJ4251V
02014CJ
04511DW
03003MP
00822CX

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Copper-catalyzed aerobic asymmetric cross-dehydrogenative coupling of C (sp3)-H bonds driven by visible light
Zhou K, et al.
Green Chemistry, 22(14), 4597-4603 (2020)
Meng Chen et al.
Journal of chromatography. A, 1590, 27-38 (2019-01-12)
An analytical methodology for comprehensive screening of 63 coloring agents of great concern for regulatory control in cosmetics has been established using ultra-high-performance liquid chromatography (UHPLC) coupled with quadrupole-Orbitrap high-resolution mass spectrometry (Q-Orbitrap HRMS). An effective, rapid, and simple sample
Catalytic C-H amination driven by intramolecular ligand-to-nitrene one-electron transfer through a rhodium (III) centre
Fujita D, et al.
Chemical Communications (Cambridge, England), 53(35), 4849-4852 (2017)
Ernesto Maximiliano Arbeloa et al.
Chemphyschem : a European journal of chemical physics and physical chemistry, 19(8), 934-942 (2018-01-10)
The photophysical and photochemical properties of the xanthene dyes Eosin Y, Erythrosin B, and Rose Bengal are evaluated in the presence of amino-terminated polyamidoamine (PAMAM) dendrimers of relatively high generation (G3-G5) in alkaline aqueous solution. UV/Vis absorption and fluorescence spectra of the
Adsorption behavior and corrosion inhibitive potential of xanthene on mild steel/sulphuric acid interface
Obi-Egbedi NO and Obot IB
Arabian Journal of Chemistry, 5(1), 121-133 (2012)
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