5098. γ-Irone
Nomenclature
CAS number: 79-68-5
4-(2,2,3-Trimethyl-6-methylenecyclohexyl)-3-buten-2-one. C14H22O; mol wt 206.32.
C 81.50%, H 10.75%, O 7.75%.
Description and references
Principal fragrant constituent of natural iris oil. Isoln from irone mixture: Ruzicka et al., Helv. Chim. Acta 30, 1807 (1947); Ruzicka et al., ibid. 31, 257 (1948). Synthesis of dl-γ-irone: Favre, Schinz, ibid. 41, 1368 (1958). Synthesis of (±)-cis- and trans-γ-irone: F. Leyendecker, M.-T. Comte, Tetrahedron 43, 85 (1987); T. Kawanobe et al., Agric. Biol. Chem. 51, 791 (1987). Stereoselective synthesis of (±)-cis-γ-irone: C. Nussbaumer, G. Fráter, Helv. Chim. Acta 71, 619 (1988). Stereochemistry: See α-irone.
