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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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Yita Wang et al.
Nanomaterials (Basel, Switzerland), 8(7) (2018-07-07)
The electro-Fenton (EF) process is a type of electrochemical oxidation process; ·OH radicals are generated on the cathode using electricity and decolorize dye wastewaters. Most studies on EF systems in the past have focused on the operating parameters of this
Electrochemical dehydrogenative cross-coupling of xanthenes with ketones
Yang Y-Z, et al.
Chemical Communications (Cambridge, England), 56(14), 7585-7588 (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
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)
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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