Xanthone

Xanthone
Skeletal formula
Ball-and-stick model
Names
Preferred IUPAC name
9H-Xanthen-9-one
Other names
9-Oxoxanthene
Diphenyline ketone oxide
Identifiers
3D model (JSmol)
140443
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.816 Edit this at Wikidata
EC Number
  • 201-997-7
166003
UNII
  • InChI=1S/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H checkY
    Key: JNELGWHKGNBSMD-UHFFFAOYSA-N checkY
  • InChI=1/C13H8O2/c14-13-9-5-1-3-7-11(9)15-12-8-4-2-6-10(12)13/h1-8H
    Key: JNELGWHKGNBSMD-UHFFFAOYAA
  • O=C1c2ccccc2Oc3ccccc31
Properties
C13H8O2
Molar mass 196.205 g·mol−1
Appearance white solid
Melting point 174 °C (345 °F; 447 K)
Sl. sol. in hot water
-108.1·10−6 cm3/mol
Hazards
GHS labelling:[1]
GHS06: Toxic
Danger
H301
P264, P270, P301+P310, P321, P330, P405, P501
Related compounds
Related compounds
 xanthene
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Xanthone is an organic compound with the molecular formula C13H8O2. It is a white solid.

In 1939, xanthone was introduced as an insecticide and it currently finds uses as ovicide for codling moth eggs and as a larvicide.[2] Xanthone is also used in the preparation of xanthydrol, which is used in the determination of urea levels in the blood.[3] It can also be used as a photocatalyst.[4]

  1. ^ "Xanthone". pubchem.ncbi.nlm.nih.gov.
  2. ^ 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.
  3. ^ Bowden, R. S. T. (1962). "The Estimation of Blood Urea by the Xanthydrol Reaction". Journal of Small Animal Practice. 3 (4): 217–218. doi:10.1111/j.1748-5827.1962.tb04191.x.
  4. ^ Romero, Nathan A.; Nicewicz, David A. (10 June 2016). "Organic Photoredox Catalysis". Chemical Reviews. 116 (17): 10075–10166. doi:10.1021/acs.chemrev.6b00057. PMID 27285582.