Dihydroactinidiolide

Dihydroactinidiolide

Names
IUPAC names (7aR)-5,6,7,7a-Tetrahydro-4,4,7a- trimethyl-2(4H)-benzofuranone
Other names Dihydroactinidiolide
Identifiers
CAS Number	17092-92-1
ChemSpider	4937432
Jmol interactive 3D	Image Image
PubChem	6432173
InChI InChI=1S/C11H16O2/c1-10(2)5-4-6-11(3)8(10)7-9(12)13-11/h7H,4-6H2,1-3H3/t11-/m1/s1 Key: IMKHDCBNRDRUEB-LLVKDONJSA-N InChI=1/C11H16O2/c1-10(2)5-4-6-11(3)8(10)7-9(12)13-11/h7H,4-6H2,1-3H3/t11-/m1/s1 Key: IMKHDCBNRDRUEB-LLVKDONJBM
SMILES O=C2O[C@]1(C)CCCC(C)(C)C1=C2 O=C\1O[C@]2(/C(=C/1)C(CCC2)(C)C)C
Properties
Chemical formula	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.

External links

• Cat-Plants!