View source for Xanthone

{| class="toccolours" border="1" style="float: right; clear: right; margin: 0 0 1em 1em; border-collapse: collapse;"
! {{chembox header}} | Xanthone 
|-
| align="center" colspan="2" bgcolor="#ffffff" | [[Image:xanthone.png|120px|Xanthone]] 
|-
! {{chembox header}} | General
|- 
| [[IUPAC nomenclature|Systematic name]]
| ''9H''-xanthen-9-one 
|-
| Other names
| xanthone<br>9-oxo-[[xanthene]]<br>diphenyline ketone oxide 
|-
| [[Chemical formula|Molecular formula]]
| C<sub>13</sub>H<sub>8</sub>O<sub>2</sub> 
|-
| [[Simplified molecular input line entry specification|SMILES]] 
| O=C2C3=C(C=CC=C3)<br>OC1=CC=CC=C12
|-
| [[Molar mass]]
| 196.19 g/mol
|-
| Appearance
| off-white solid 
|-
| [[CAS registry number|CAS number]]
| [90-47-1]
|-
! {{chembox header}} | Properties
|-
| [[Density]] and [[Phase (matter)|phase]]
| ? g/cm<sup>3</sup>, ? <!-- ? g/cm<sup>3</sup>, solid / ? g/ml, liquid / ? g/l, gas -->
|-
| [[Soluble|Solubility]] in [[Water (molecule)|water]]
| sl. sol. in hot water
|-
<!-- | Other solvents e.g. [[ethanol]], [[acetone]] -->
<!-- | solubility info on other solvents -->
<!-- |- -->
| [[Melting point]]
| 174 °C (447 K) 
|-
| [[Boiling point]]
| 351 °C (624 K)
|-
! {{chembox header}} | Hazards <!--  Summary only- MSDS entry provides more complete information -->
|-
| [[Material safety data sheet|MSDS]]
| [[Xanthone (data page)#Material Safety Data Sheet|External MSDS]] <!-- please replace with proper link-->
|-
| Main [[Worker safety and health|hazard]]s
| ? <!-- e.g. highly toxic, explosive, flammable, corrosive -->
|-
| [[NFPA 704]]
| <!-- {{nfpa|4|4 ox|4}} These are set on "very dangerous" as default- adjust according to actual values -->
|-
| [[Flash point]]
| ? °C
|-
| [[Risk and Safety Statements|R/S statement]]
| [[List of R-phrases|R]]: {{R36/37/38}} <br> [[List of S-phrases|S]]: {{S26}},{{S37}} <ref name="Alpha">[http://www.alfa.com/MSDSPDF/English/A14812.pdf [[MSDS]] from AlphaAesar]</ref>
|-
| [[RTECS]] number
| ?
|-
! {{chembox header}} | Related compounds
|-
| Related compounds 
<!-- A miscellaneous heading- use for covalent inorganics;  e.g. for PCl<sub>3</sub> you would list PCl<sub>5</sub>, POCl<sub>3</sub>, PF<sub>3</sub>, PBr<sub>3</sub>, NCl<sub>3</sub> and AsCl<sub>3</sub>. 
Please omit if not applicable -->
| [[xanthene]]
|-
| {{chembox header}} | <small>Except where noted otherwise, data are given for<br> materials in their [[standard state|standard state (at 25 °C, 100 kPa)]]<br/>[[wikipedia:Chemical infobox|Infobox disclaimer and references]]</small>
|-
|}

'''Xanthone''' is an [[organic compound]] with the [[molecular formula]] C<sub>13</sub>H<sub>8</sub>O<sub>2</sub>.  It can be prepared by the heating of [[phenyl salicylate]].<ref>Organic Syntheses, Coll. Vol. 1, p.552 (1941) - preparation of xanthone</ref>  In 1939, xanthone was introduced as an insecticide.  Xanthone currently finds uses as ovicide for codling moth eggs and as a larvicide.<ref>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.</ref>  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]]. <ref>*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: [http://www.blackwell-synergy.com/links/doi/10.1046/j.1095-8339.2003.t01-1-00158.x/abstract Abstract] | [http://www.blackwell-synergy.com/links/doi/10.1046/j.1095-8339.2003.t01-1-00158.x/full/ Full text (HTML)] | [http://www.blackwell-synergy.com/links/doi/10.1046/j.1095-8339.2003.t01-1-00158.x/pdf Full text (PDF)]) </ref>

==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.<ref>[http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?db=PubMed&cmd=search&term=xanthones&tool=gquery/ PubMed.gov - journal articles on xanthones]</ref>  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==
{{reflist|2}}

[[Category:aromatic compounds]]
[[Category:heterocyclic compounds]]
[[Category:ketones]]
[[Category:ethers]]
[[Category:Insecticides]]

[[de:Xanthon]]
[[fr:Xanthone]]
[[ru:Ксантон]]

{{WikiDoc Help Menu}}

{{WikiDoc Sources}}