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.
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Applications
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.
Solubility
Soluble in alcohol. Insoluble in water.
Notes
Store in cool, well ventilated area. Keep container tightly closed. Store away form oxidizing agent.
RUO – Research Use Only
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):