8707. Solanone

Nomenclature

CAS number: 1937-54-8
(5S,6E)-8-Methyl-5-(1-methylethyl)-6,8-nonadien-2-one; l-(+)-2-methyl-5-isopropyl-1,3-nonadien-8-one.
C13H22O; mol wt 194.31.
C 80.36%, H 11.41%, O 8.23%.

Description and references

Stereochemically unique terpene. Isoln from tobacco, structure and synthesis: Johnson, Nicholson J. Org. Chem. 30, 2918 (1965). Stereoselective synthesis: A. Kohda, T. Sato, Chem. Commun. 1981, 951.

Chemical structure

Properties

Liquid. bp1 60°. nD20 1.4755. d420 0.870. [α]D23 +13.6° (neat). uv max (ethanal and hexane): 230 nm (log ε 4.07).