title: Syntheses of pure (9Z, 11Z), (9E, 11E), (9E, 11Z), and (9Z,11E)-9,11-hexadecadienals-possible candidate pheromones.
abstract: The title compounds were prepared by six different routes, and recommendations are given for the more convenient procedures in laboratory-scale syntheses. Modifications in the literature preparations of the 9E,11E and 9E,11Z isomers are described. Baseline separation of a prepared mixture of all four isomers of the (9Z, 11Z), (9E, 11E), (9E, 11Z), and (9Z, 11E)-9,11-hexadecadienals was achieved using GC methods with standard capillary columns. [(13)C]NMR spectroscopy of the alkene carbon atoms clearly differentiates between theZ,Z, E,E and eitherE,Z orZ,E isomers of the precursor dienols and thus of the dienals.
authors: Department of Chemistry, York University, M3J IP3, Downsview, Ontario, Canada.
authors: P I
authors: PI
authors: Svirskaya
authors: S N
authors: SN
authors: Maiti
authors: A J
authors: AJ
authors: Jones
authors: B
authors: B
authors: Khouw
authors: C C
authors: CC
authors: Leznoff