10062. Xanthone

Nomenclature

CAS number: 90-47-1
9H-Xanthen-9-one; 9-oxoxanthene; diphenylene ketone oxide; dibenzo-γ-pyrone; Genicide.
C13H8O2; mol wt 196.20.
C 79.58%, H 4.11%, O 16.31%.

Description and references

Prepd by heating phenyl salicylate: Graebe, Ann. 254, 279 (1889); Holleman, Org. Synth. coll. vol. I (2nd ed., 1941) p 552.

Chemical structure

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.

Derivative

Oxime.

Nomenclature

Xanthoxime.

Properties

mp 161°.

Use

In the prepn of xanthydrol. Ovicide for codling moth eggs; less effective as larvicide.