Dihydroactinidiolide

Dihydroactinidiolide
Skeletal formula of dihydroactinidiolide
Ball-and-stick model of the dihydroactinidiolide molecule
Names
IUPAC name
(7aR)-5,6,7,7a-Tetrahydro-4,4,7a-trimethyl-2(4H)-benzofuranone
Other names
Dihydroactinidiolide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.169.249
Properties
C11H16O2
Molar mass 180.24 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Dihydroactinidiolide is a volatile terpene. It has a sweet, tea-like odor and is used as a fragrance. Dihydroactinidiolide occurs naturally in black tea, fenugreek, fire ants, mangos, silver vine (Actinidia polygama), and tobacco. It has also been prepared synthetically.[1]

Dihydroactinidiolide is a pheromone for a variety of insects;[2] for example, it is one of the three components of the pheromone for queen recognition of the workers of the red fire ant.[3]

As with nepetalactone, found in catnip, dihydroactinidiolide is a cat attractant. Cultivators of silver vine (which contains another such chemical, actinidine, which is also a cat attractant) sometimes find their plants destroyed by enthusiastic cats.

References

  1. ↑ S. Yao, M. Johannsen, R.G. Hazell, K.A. Jorgensen, J. Org. Chem., 63, 118-121.
  2. ↑ Pherobase listing for dihydroactinidiolide
  3. ↑ Rocca, J.R. Tumlinson, J.H., Glancey, B.M., Lofgren, C.S., Tetrahedron Lett., 1983, 24, 1889.
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