Dihydroactinidiolide

Dihydroactinidiolide
Names
Preferred IUPAC name
(7aR)-4,4,7a-Trimethyl-5,6,7,7a-tetrahydro-1-benzofuran-2(4H)-one
Other names
Dihydroactinidiolide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.169.249
UNII
  • 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
  • O=C2O[C@]1(C)CCCC(C)(C)C1=C2
  • O=C\1O[C@]2(/C(=C/1)C(CCC2)(C)C)C
Properties
C11H16O2
Molar mass 180.24 g/mol
Hazards
GHS labelling:[1]
Danger
H300
P264, P270, P301+P316, P321, P330, P405, P501
Lethal dose or concentration (LD, LC):
49 mg/kg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
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, mangoes, and tobacco. It has also been prepared synthetically.[2]

Dihydroactinidiolide is a pheromone for a variety of insects;[3] for example, it is one of the three components of the pheromone for queen recognition of the workers of the red fire ant.[4]

References

  1. ^ "Dihydroactinidiolide". PubChem. Retrieved 2026-02-13.
  2. ^ S. Yao, M. Johannsen, R.G. Hazell, K.A. Jorgensen, J. Org. Chem., 63, 118-121.
  3. ^ Pherobase listing for dihydroactinidiolide
  4. ^ Rocca, J.R. Tumlinson, J.H., Glancey, B.M., Lofgren, C.S., Tetrahedron Lett., 1983, 24, 1889.
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