Pulegone

Pulegone

Names
IUPAC name (R)-5-Methyl-2-(1-methylethylidine)cyclohexanone
Other names p-Menth-4(8)-en-3-one; δ-4(8)-p-menthen-3-one; (R)-2-Isopropylidene-5-methylcyclohexanone; (R)-p-Menth-4(8)-en-3-one; (R)-(+)-Pulegone
Identifiers
CAS Number	89-82-7 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:35596 Y
ChemSpider	390923 Y
ECHA InfoCard	100.001.767
PubChem	442495
UNII	4LF2673R3G Y
InChI InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1 Y Key: NZGWDASTMWDZIW-MRVPVSSYSA-N Y InChI=1/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1 Key: NZGWDASTMWDZIW-MRVPVSSYBS
SMILES O=C1/C(=C(/C)C)CC[C@@H](C)C1
Properties
Chemical formula	C10H16O
Molar mass	152.24 g·mol−1
Appearance	Colorless oil
Density	0.9346 g/cm3
Boiling point	224 °C (435 °F; 497 K)
Solubility in water	Insoluble
Solubility in Ethanol Ether Chloroform	Miscible
Hazards
Safety data sheet	MSDS
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y  (what is YN ?)
Infobox references

Pulegone is a naturally occurring organic compound obtained from the essential oils of a variety of plants such as Nepeta cataria (catnip), Mentha piperita, and pennyroyal. It is classified as a monoterpene.

Pulegone is a clear colorless oily liquid and has a pleasant odor similar to pennyroyal, peppermint and camphor. It is used in flavoring agents, in perfumery, and in aromatherapy.

It was reported that the chemical is toxic to rats if a large quantity is consumed. Asekun et al. found that the chemical content of Mentha longifolia L was decreased by the treatments at high temperatures, suggesting that the herb should be oven dried or thoroughly cooked before consumption.

Pulegone is also an insecticide − the most powerful of three insecticides naturally occurring in many mint species.