Title: ar-Turmerone
CAS Registry Number: 532-65-0
CAS Name: (6S)-2-Methyl-6-(4-methylphenyl)-2-hepten-4-one
Additional Names: 2-methyl-6-p-tolyl-2-hepten-4-one
Molecular Formula: C15H20O
Molecular Weight: 216.32
Percent Composition: C 83.28%, H 9.32%, O 7.40%
Literature 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°. [a]D20 +82.21° (Rupe, Gassman); also reported as [a]D22 +59.9° (c = 4.5 in hexane) (Sato). d420 0.9634.
Boiling point: bp10 159-160°
Optical Rotation: [a]D20 +82.21° (Rupe, Gassman); [a]D22 +59.9° (c = 4.5 in hexane) (Sato)
Density: d420 0.9634
Derivative Type: (±)-form
CAS Registry Number: 38142-58-4
Literature References: Synthesis: J. Colonge, J. Chambion, C.R. Hebd. Seances Acad. Sci. 222, 557 (1946); T.-L. Ho, Synth. Commun. 11, 579 (1981).
Properties: nD21 1.5218.
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