Dihydroactinidiolide

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 Y
PubChem	6432173
ChemSpider	4937432 Y
Jmol-3D images	{{#if:O=C2O[C@]1(C)CCCC(C)(C)C1=C2O=C\1O[C@]2(/C(=C/1)C(CCC2)(C)C)C|Image 1 Image 2
SMILES O=C2O[C@]1(C)CCCC(C)(C)C1=C2 O=C\1O[C@]2(/C(=C/1)C(CCC2)(C)C)C
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 Y Key: IMKHDCBNRDRUEB-LLVKDONJSA-N Y 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
Properties
Molecular formula	C11H16O2
Molar mass	180.24 g/mol
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
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!