Pulegone

Pulegone^[1]
Names
	Preferred IUPAC name (5R)-5-Methyl-2-(propan-2-ylidene)cyclohexan-1-one
	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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:35596 ;
ChemSpider	390923 ;
ECHA InfoCard	100.001.767
PubChem CID	442495;
UNII	4LF2673R3G ;
CompTox Dashboard (EPA)	DTXSID2025975 ;
	InChI InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1 Key: NZGWDASTMWDZIW-MRVPVSSYSA-N ; 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	152.237 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 (SDS)	MSDS
	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

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.^[3]^[4] 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.

^ Merck Index, 11th Edition, 7955.
^ Universiti Malaysia Pahang. "Safety data sheet" (PDF). Retrieved 8 June 2009.^{[permanent dead link]}
^ Grundschober, F. (1979). "Literature review of pulegone". Perfum. Flavorist. 4: 15–17.
^ Sullivan, J.B., Rumack, B.H., Thomas, H., Peterson, R.G. & Brysch, P. (1979). "Pennyroyal oil poisoning and hepatotoxicity". J. Am. Med. Assoc. 242 (26): 2873–2874. doi:10.1001/jama.1979.03300260043027. PMID 513258.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[1] Merck Index, 11th Edition, 7955.

[sds-2] Universiti Malaysia Pahang. "Safety data sheet" (PDF). Retrieved 8 June 2009.^{[permanent dead link]}

[3] Grundschober, F. (1979). "Literature review of pulegone". Perfum. Flavorist. 4: 15–17.

[4] Sullivan, J.B., Rumack, B.H., Thomas, H., Peterson, R.G. & Brysch, P. (1979). "Pennyroyal oil poisoning and hepatotoxicity". J. Am. Med. Assoc. 242 (26): 2873–2874. doi:10.1001/jama.1979.03300260043027. PMID 513258.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[1]

[2]

[3]

[4]

Names

Preferred IUPAC name (5R)-5-Methyl-2-(propan-2-ylidene)cyclohexan-1-one
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 (JSmol)	Interactive image
ChEBI	CHEBI:35596^Y
ChemSpider	390923^Y
ECHA InfoCard	100.001.767
PubChem CID	442495
UNII	4LF2673R3G^Y
CompTox Dashboard (EPA)	DTXSID2025975
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	152.237 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 (SDS)	MSDS^[2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is ^YN ?) Infobox references