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Pulegone
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Names | |
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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 | |
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3D model (JSmol)
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ChEBI | |
ChemSpider |
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ECHA InfoCard | 100.001.767 |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C10H16O | |
Molar mass | 152.237 g·mol−1 |
Appearance | Colorless oil |
Density | 0.9346 g/cm3 |
Boiling point | 224 °C (435 °F; 497 K) |
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).
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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.
Toxicology
It was reported that the chemical is toxic to rats if a large quantity is consumed.
Pulegone is also an insecticide − the most powerful of three insecticides naturally occurring in many mint species.
As of October 2018, the FDA withdrew authorization for the use of pulegone as a synthetic flavoring substance for use in food, but that naturally-occurring pulegone can continue to be used.
Sources
- Creeping charlie
- Mentha longifolia
- Mentha suaveolens
- Pennyroyal
- Peppermint
- Schizonepeta tenuifolia
- Bursera graveolens
See also
Basic forms: | |||||||||||||
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Hemiterpenoids (1) |
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Monoterpenes (C10H16)(2) |
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Monoterpenoids (2,modified) |
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Sesquiterpenoids (3) |
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Diterpenoids (4) |
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Sesterterpenoids (5) |
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Triterpenoids (6) |
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Sesquarterpenes/oids (7) |
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Tetraterpenoids (Carotenoids) (8) |
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Polyterpenoids (many) |
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Norisoprenoids (modified) |
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Synthesis |
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Activated isoprene forms |
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