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Xanthene

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Xanthene
Skeletal formula
Ball-and-stick model
Names
IUPAC name
9H-Xanthene
Other names
Dibenzo[a,e]pyran
10H-9-oxaanthracene
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.996 Edit this at Wikidata
EC Number
  • 202-194-4
UNII
CompTox Dashboard (EPA)
Properties
Chemical formula
C13H10O
Molar mass 182.222 g·mol−1
Appearance Yellow solid
Melting point 101 to 102 °C (214 to 216 °F; 374 to 375 K)[1]
Boiling point 310 to 312 °C (590 to 594 °F; 583 to 585 K)[1]
Hazards
R-phrases (outdated) R42 R43
S-phrases (outdated) S22 S36 S37 S45
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Xanthene (9H-xanthene, 10H-9-oxaanthracene) is the organic compound with the formula CH2[C6H4]2O. It is a yellow solid that is soluble in common organic solvents. Xanthene itself is an obscure compound, but many of its derivatives are useful dyes.[2]

Xanthene dyes

Rhodamines are commercial dyes with xanthene cores.

Dyes that contain a xanthene core include fluorescein, eosins, and rhodamines. Xanthene dyes tend to be fluorescent, yellow to pink to bluish red, brilliant dyes. Many xanthene dyes can be prepared by condensation of derivates of phthalic anhydride with derivates of resorcinol or 3-aminophenol.

Further reading

  • Neckers, Douglas C.; Valdes-Aguilera Oscar M. (1993). "Photochemistry of the Xanthene Dyes". Advances in Photochemistry. 18: 315–94. doi:10.1002/9780470133491.ch4. ISBN 9780470133491.

See also

References

  1. ^ a b Xanthene at Sigma-Aldrich
  2. ^ Gessner, Thomas; Mayer, Udo (2000). "Triarylmethane and Diarylmethane Dyes". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a27_179.
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