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Xanthone



Xanthone
IUPAC name 9H-xanthen-9-one
Other names xanthone
9-oxo-xanthene
diphenyline ketone oxide
Identifiers
CAS number 90-47-1
SMILES O=C2C3=C(C=CC=C3)
OC1=CC=CC=C12
Properties
Molecular formula C13H8O2
Molar mass 196.19 g/mol
Appearance off-white solid
Melting point

174 °C (447 K)

Boiling point

351 °C (624 K)

Solubility in water sl. sol. in hot water
Hazards
R-phrases R36/37/38
S-phrases S26,S37[1]
Related Compounds
Related compounds xanthene
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Xanthone is an organic compound with the molecular formula C13H8O2. It can be prepared by the heating of phenyl salicylate.[2] In 1939, xanthone was introduced as an insecticide. Xanthone currently finds uses as ovicide for codling moth eggs and as a larvicide.[3] It is also used in the preparation of xanthydrol, used in the determination of urea levels in the blood.

Additional recommended knowledge

Xanthones are natural constituents of plants in the families Bonnetiaceae and Clusiaceae. Xanthones are also reported from some species in the family Podostemaceae.[4]

Similar compounds

The chemical structure of xanthone forms the central core of a variety of naturally occurring organic compounds, such as mangostin, which are sometimes collectively referred to as xanthones.[5] Over 200 xanthones have been identified. Many of these xanthones are found in the pericarp of the mangosteen fruit (Garcinia mangostana), which can be found in the region of Southeast Asia.

References

  1. ^ MSDS from AlphaAesar
  2. ^ Organic Syntheses, Coll. Vol. 1, p.552 (1941) - preparation of xanthone
  3. ^ Steiner, L. F. and S. A. Summerland. 1943. Xanthone as an ovicide and larvicide for the codling moth. Journal of economic entomology 36, 435-439.
  4. ^ *Angiosperm Phylogeny Group (2003). An update of the Angiosperm Phylogeny Group classification for the orders and families of flowering plants: APG II. Botanical Journal of the Linnean Society 141: 399-436 (Available online: Abstract | Full text (HTML) | Full text (PDF))
  5. ^ PubMed.gov - journal articles on xanthones
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Xanthone". A list of authors is available in Wikipedia.
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