Dihydroactinidiolide

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Dihydroactinidiolide
IUPAC name (7aR)-5,6,7,7a-Tetrahydro-4,4,7a-
trimethyl-2(4H)-benzofuranone
Other names Dihydroactinidiolide
Identifiers
CAS number [17092-92-1]
SMILES O=C2O[C@]1(C)CCCC(C)(C)C1=C2
Properties
Molecular formula C11H16O2
Molar mass 180.24 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and 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, 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.

[edit] 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.

[edit] External links