Ascaridole

Ascaridole
Names
	IUPAC name 1-Methyl-4-(1-methylethyl)-2,3-dioxabicyclo[2.2.2]oct-5-ene
Identifiers
CAS Number	512-85-6 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	121382
ChEBI	CHEBI:2866 ;
ChEMBL	ChEMBL467614 ;
ChemSpider	10105 ;
ECHA InfoCard	100.007.408
EC Number	208-147-4;
KEGG	C09836;
PubChem CID	10545;
UNII	1718D0GEVJ ;
	InChI InChI=1S/C10H16O2/c1-8(2)10-6-4-9(3,5-7-10)11-12-10/h4,6,8H,5,7H2,1-3H3 Key: MGYMHQJELJYRQS-UHFFFAOYSA-N ;
	SMILES O1OC2(\C=C/C1(C)CC2)C(C)C;
Properties
Chemical formula	C10H16O2
Molar mass	168.23 g/mol
Appearance	Colorless liquid
Density	1.010 g/cm3
Melting point	3.3 °C (37.9 °F; 276.4 K)
Boiling point	40 °C (104 °F; 313 K) at 0.2 mmHg
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Ascaridole is a natural organic compound classified as a bicyclic monoterpenoid that has an unusual bridging peroxide functional group. It is a colorless liquid with a pungent smell and taste that is soluble in most organic solvents. Like other low molecular weight organic peroxides, it is unstable and prone to rapid decomposition when heated or treated with organic acids. Ascaridole determines the specific flavor of the Chilean tree boldo and is a major constituent of the oil of Mexican tea (wormseed). It is a component of natural medicine, tonic drinks and food flavoring in Latin American cuisine. As part of the oil, ascaridole is used as an anthelmintic drug that expels parasitic worms from plants, domestic animals, and the human body.