Title: Affinin
CAS Registry Number: 25394-57-4
CAS Name: (2
E,6
Z,8
E)
-N-(2-Methylpropyl)-2,6,8-decatrienamide
Synonyms: (
E,E,Z)
-N-isobutyl-2,6,8-decatrienamide;
N-isobutyldeca-
trans-2-
cis-6-
trans-8-trienamide; spilanthol
Molecular Formula: C14H23NO
Molecular Weight: 221.34
Percent Composition: C 75.97%, H 10.47%, N 6.33%, O 7.23%
Literature References: Insecticidal lipid amide isolated from
Heliopsis longipes (A. Gray) Blake,
Compositae. Isoln and structure: Acree
et al., J. Org. Chem. 10, 236, 449 (1945). Identity with spilanthol: Jacobson,
Chem. Ind. (London) 1957, 50. Stereochemistry and synthesis: Crombie, Krasinski,
ibid. 1962, 983; Crombie
et al., J. Chem. Soc. 1963, 4970.
Properties: Pale yellow viscous oil, bp0.2 141°; bp0.3-0.5 160-165°. mp 23°.
nD25 1.5134. Soluble in organic solvents. Practically insoluble in aq alkali and acid. uv max (95% ethanol): 228.5 nm (e 33700).
Melting point: mp 23°
Boiling point: bp0.2 141°; bp0.3-0.5 160-165°
Index of refraction: nD25 1.5134
Absorption maximum: uv max (95% ethanol): 228.5 nm (e 33700)
Use: Insecticide synergist.