Xanthone
| Template:Chembox header | Xanthone | |
|---|---|
| Xanthone | |
| Template:Chembox header | General | |
| Systematic name | 9H-xanthen-9-one |
| Other names | xanthone 9-oxo-xanthene diphenyline ketone oxide |
| Molecular formula | C13H8O2 |
| SMILES | O=C2C3=C(C=CC=C3) OC1=CC=CC=C12 |
| Molar mass | 196.19 g/mol |
| Appearance | off-white solid |
| CAS number | [90-47-1] |
| Template:Chembox header | Properties | |
| Density and phase | ? g/cm3, ? |
| Solubility in water | sl. sol. in hot water |
| Melting point | 174 °C (447 K) |
| Boiling point | 351 °C (624 K) |
| Template:Chembox header | Hazards | |
| MSDS | External MSDS |
| Main hazards | ? |
| NFPA 704 | |
| Flash point | ? °C |
| R/S statement | R: Template:R36/37/38 S: Template:S26,Template:S37 [1] |
| RTECS number | ? |
| Template:Chembox header | Related compounds | |
| Related compounds | xanthene |
| Template:Chembox header | 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.
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
- ↑ MSDS from AlphaAesar
- ↑ Organic Syntheses, Coll. Vol. 1, p.552 (1941) - preparation of xanthone
- ↑ 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.
- ↑ *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))
- ↑ PubMed.gov - journal articles on xanthones