63408-51-5Relevant articles and documents
Synthesis and biological testing of ester pheromone analogues for two fruitworm moths (Carposinidae)
Barker, David,Chhagan, Asha,Park, Kye Chung,Pilkington, Lisa I.,Suckling, David M.,Twidle, Andrew M.
, p. 9557 - 9567 (2020/10/13)
A range of ester pheromone analogues for carposinid moths were synthesized and evaluated for biological activity. The analogues aimed to take advantage of the structural commonality of (7Z)-alken-11-ones found in this family. Analogues were tested on two pest species: Heterocrossa rubophaga and Coscinoptycha improbana. Two of the analogues, (2Z)-nonenyl nonanoate and (4Z)-heptyl undecenoate, elicited significant electroantennogram responses. Only (4Z)-heptyl undecenoate gave consistent responses with both moth species in single sensillum recording. Field trapping trials were conducted with these two analogues both individually and in combination with the pheromone of each of the two moth species. No attraction was observed to either of the analogues alone, by either moth species. However, when (4Z)-heptyl undecenoate was coupled with the pheromone, it produced a strong inhibitory effect in H. rubophaga, reducing male moth trap catch by over 95%. No inhibitory effect on male moth trap catch was observed in C. improbana.
A Convenient Synthesis of the Peach Fruit Moth Carposina Niponensis Walk. and of the Douglas Fir Tussock Moth Orgya Pseudotsugata Mc.D. Sex Pheromones and Analogs
Ramiandrasoa, F.,Descoins, C.
, p. 1989 - 1999 (2007/10/02)
The (Z)- and (E)-isomers of 7-alken-11-ones with chain lengths of 19, 21 and 23 carbon atoms were synthesized.A procedure based on the reaction of alkenylcopper reagents with vinylketones has been elaborated.
New Synthesis of (Z)-7-Nonadecen-11-one and (Z)-7-Eicosan-11-one: Sex Pheromone Components of Peach Fruit Moth
Dasaradhi, Lakkaraju,Rao, Jagadishwar,Bhalerao, Uday T.
, p. 167 - 168 (2007/10/02)
Reaction of allyl bromide and aldehyde (3) and (4) in the presence of zinc and aqueous ammonium chloride leads to the corresponding homoallylic alcohols (5) and (6) which on hydroboration followed by PCC oxidation give the key intermediates, the ketoaldehydes (9) and (10), respectively in good yields.Ketoaldehydes (9) and (10) on Wittig reaction with heptyltriphenylphosphonium bromide yield the title ketonic pheromones (1) and (2) respectively.