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X201

Sigma-Aldrich

Xanthene

99%

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About This Item

Empirical Formula (Hill Notation):
C13H10O
CAS Number:
Molecular Weight:
182.22
Beilstein/REAXYS Number:
133939
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

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.

Application

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

pictograms

Exclamation mark

signalword

Warning

hcodes

pcodes

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


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Evgeniy Dukhopelnykov et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 247, 119114-119114 (2020-11-10)
The interaction between xanthene dye eosin Y and double stranded DNA has been studied by spectrophotometry. The conventional titration study does not show the interaction in the eosin Y - DNA system. Therefore, the competitive binding assay was carried out.
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)

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