9825. ar-Turmerone
Nomenclature
CAS number: 532-65-0
(6S)-2-Methyl-6-(4-methylphenyl)-2-hepten-4-one; 2-methyl-6-p-tolyl-2-hepten-4-one. C15H20O; mol wt 216.32.
C 83.28%, H 9.32%, O 7.40%.
Description and references
Isoln of naturally occurring (+)-form from Curcuma oil (Curcuma longa Linn., Zingiberaceae): H. Rupe et al., Helv. Chim. Acta 17, 372 (1934). Structure: H. Rupe, A. Gassmann, ibid. 19, 569 (1936). Abs config: V. K. Honwad, A. S. Rao, Tetrahedron 20, 2921 (1964). Total synthesis: A. I. Meyers, R. K. Smith, Tetrahedron Lett. 1979, 2749; T. Sato et al., ibid. 1980, 3377.
Properties
Oil. bp10 159-160°. [α]D20 +82.21° (Rupe, Gassman); also reported as [α]D22 +59.9° (c = 4.5 in hexane) (Sato). d420 0.9634.Derivative
(±)-form.Nomenclature
CAS number: 38142-58-4
Description and references
Synthesis: J. Colonge, J. Chambion, C. R. Hebd. Seances Acad. Sci. 222, 557 (1946); T.-L. Ho, Synth. Commun. 11, 579 (1981).