Pellitorine
Title: Pellitorine
CAS Registry Number: 18836-52-7
CAS Name: (2E,4E)-N-(2-Methylpropyl)-2,4-decadienamide
Additional Names: (E,E)-N-isobutyl-2,4-decadienamide
Molecular Formula: C14H25NO
Molecular Weight: 223.35
Percent Composition: C 75.29%, H 11.28%, N 6.27%, O 7.16%
Literature References: Pungent principle isolated from Anacyclus pyrethrum DC., Compositae: J. M. Gulland, G. U. Hopton, J. Chem. Soc. 1930, 6. Structure: M. Jacobson, J. Am. Chem. Soc. 71, 366 (1949). Synthesis: idem, ibid. 75, 2584 (1953); L. Crombie, J. Chem. Soc. 1955, 1007; J. Tsuji et al., Tetrahedron Lett. 1977, 1917; J. Nokami et al., ibid. 21, 4455 (1980); T. Mandai et al., Chem. Lett. 1980, 313. Stereoselective synthesis: R. Bloch, D. Hassangonzales, Tetrahedron 42, 4975 (1986). Insecticidal activity: R. T. Lalonde et al., J. Chem. Ecol. 6, 35 (1980).
Properties: Needles from petr ether, mp 90°. uv max (abs ethanol): 258 nm (E1%1cm 1330). Sol in organic solvents; sparingly sol in water. Practically insol in dil acid or alkalies.
Melting point: mp 90°
Absorption maximum: uv max (abs ethanol): 258 nm (E1%1cm 1330)

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