3-Methyl-2-cyclohexen-1-one was used in the synthesis of 19-nor-1α, 25-dihydroxyvitamin D(3) derivatives. It was also used in sex pheromone of the Douglas-fir beetle. Used in nut flavor.
X Zhou; G D Zhu; D Van Haver; M Vandewalle; P J De Clercq; A Verstuyf; R Bouillon. Synthesis, biological activity, and conformational analysis of four seco-D-15,19-bisnor-1alpha,25-dihydroxyvitamin D analogues, diastereomeric at C17 and C20. Journal of Medicinal Chemistry. 1999, 42 (18), 3539-3556.
Donald S. Noyce, Malcolm. Evett. Mechanism of the acid-catalyzed double bond migration in 3-cyclohexen-1-one and 3-methyl-3-cyclohexen-1-one. J. Org. Chem. 1972, 37 (3), 394-397.
For photochemical (2 + 2) photocycloaddition reaction with ethylene, as a general method for synthesis of fused cyclobutane systems, see: Org. Synth. Coll., 7, 315 (1990).
For conversion to the silyl enol ether and stereoselective aldol-type coupling, see: Tetrahedron, 45, 6101 (1989):
Gefahrenhinweise (EU): H227-H302
Combustible liquid. Harmful if swallowed.
Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves and eye/face protection. Wash thoroughly after handling. IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Store in a well-ventilated place. Keep cool. Dispose of contents/container in accordance with local/regional/national/international regulations.