Pulegone

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Pulegone[1]
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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
89-82-7 YesY
ChEBI CHEBI:35596 YesY
ChemSpider 390923 YesY
Jmol 3D model Interactive image
PubChem 442495
UNII 4LF2673R3G YesY
  • InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3/t8-/m1/s1 YesY
    Key: NZGWDASTMWDZIW-MRVPVSSYSA-N YesY
  • 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
  • O=C1/C(=C(/C)C)CC[C@@H](C)C1
Properties
C10H16O
Molar mass 152.24 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
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
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.[2][3] 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.[4] 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.[5]

Pulegone is also an insecticide − the most powerful of three insecticides naturally occurring in many mint species.[6]

Plants that contain the chemical

See also

References

  1. Merck Index, 11th Edition, 7955.
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