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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:
133939
EC Number:
202-194-4
MDL number:
MFCD00005055
UNSPSC Code:
12352100
PubChem Substance ID:
24902135
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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

Signal Word

Warning

Hazard Statements

H317

Precautionary Statements

P280

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBJ4251V
02014CJ
02715JV
04511DW
03003MP

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Nan Zhang et al.
Journal of fluorescence, 28(2), 681-687 (2018-04-27)
Hydrogen peroxide (H2O2) plays important roles in the regulation of many biological processes, and the abnormal level of H2O2 has close relation with the initiation and progression of many diseases. Herein, we describe a novel red-emissive fluorescence probe (RhoB) for
Nguyen Khoa Hien et al.
ACS omega, 5(33), 21241-21249 (2020-09-03)
A novel coumarin derivative (5) was synthesized and used as a colorimetric and fluorescent probe for selective detection of Cu2+ ions in the presence of other metal ions, with the detection limits of 5.7 and 4.0 ppb, respectively. Cu2+ ion
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
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)
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