Xanthone

Title: Xanthone
CAS Registry Number: 90-47-1
CAS Name: 9H-Xanthen-9-one
Additional Names: 9-oxoxanthene; diphenylene ketone oxide; dibenzo-g-pyrone
Trademarks: Genicide
Molecular Formula: C13H8O2
Molecular Weight: 196.20
Percent Composition: C 79.58%, H 4.11%, O 16.31%
Literature References: Prepd by heating phenyl salicylate: Graebe, Ann. 254, 279 (1889); Holleman, Org. Synth. coll. vol. I (2nd ed., 1941) p 552.
Properties: Polymorphic needles from alcohol, mp 174°. bp730 351°. Sparingly volatile with steam. Dipole moment 3.0. Solubility: 0.55 g/100 ml of cold alcohol; 6.71 g/100 ml of boiling alcohol. Freely sol in chloroform. Slightly sol in hot water, ether, petr ether, benzene, toluene, xylene. Dissolves in concd H2SO4 to a yellow soln with pale blue fluorescence.
Melting point: mp 174°
Boiling point: bp730 351°
Derivative Type: Oxime
Additional Names: Xanthoxime
Properties: mp 161°.
Melting point: mp 161°
Use: In the prepn of xanthydrol. Ovicide for codling moth eggs; less effective as larvicide.
Xanthophyll Xanthopterin Xanthosine Xanthoxyletin Xanthoxylin

Xanthone
Skeletal formula
Ball-and-stick model
Identifiers
CAS number 90-47-1 YesY
PubChem 7020
ChemSpider 6753 YesY
ChEBI CHEBI:37647 YesY
ChEMBL CHEMBL186784 YesY
Jmol-3D images Image 1
Properties
Molecular formula C13H8O2
Molar mass 196.19 g/mol
Appearance off-white solid
Melting point 174 °C; 345 °F; 447 K
Boiling point 351 °C; 664 °F; 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
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox 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 and it currently finds uses as ovicide for codling moth eggs and as a larvicide.[3] Xanthone is also used in the preparation of xanthydrol, which is used in the determination of urea levels in the blood.