Method for synthesizing compound E10, E12-hexadecadienal in sex pheromone of legume pod borer

Abstract

A synthetic method of compound E10, E12-hiago dienal in maruca testulalis geyer sex pheromone is characterized in that the compound adopts trans-2-hexenol and 1, 10-decanediol as the substrate; after halogenating reaction, bromide can be obtained from the trans-2-hexenol which is then reacted with triphenylphosphine to obtain 2-hexene base triphenyl phosphonium bromide; after the esterification reaction of the 1, 10-decanediol, the 1, 10-decanediol protected by acetic ester can be obtained, and then after oxidation reaction, 10-oxo decyl acetate can be obtained; after Witting reaction and then quenching reaction of the 2-hexene base triphenyl phosphonium bromide and the 10-oxo decyl acetate, 10, 12-hiago dienal can obtained by separation; after the process of recrystal, trans 10, 12-hiago dienal with transverse structure can be obtained, and then after the oxidation reaction, E10, E12-hiago dienal is obtained. The method of the invention adopts materials which are cheap and easy to be obtained and uses simpleand reasonable syntheticroute, the operation is simple and safe, the utilization rate of the materials is high and the main ingredient compound of the maruca testulalils geyer sex pheromone can be synthesized with low cost in a short time.

Description

technical field [0001] The invention relates to a chemical synthesis method of (E10, E12)-hexadecadienal, the main components of the insect sex pheromone of A. japonica, and its analogs and intermediates. Background technique [0002] The bean borer, Maruca testulalis Geyer, is an important pest of current legume crops, and it bores leaves, flowers and pods. Due to the short harvest time of leguminous crops, the use of chemical pesticides to control the pod borer and the bean pod borer, the residues are large, which will pollute the pods. The larvae feed into the bean pods, which are relatively concealed and are not easily killed by pesticides. At the same time, the mature larvae pupate after shedding the pods into the soil, which also has a certain degree of protection. Therefore, it is extremely difficult to control. During the high incidence period, farmers usually use methods such as increasing the concentration of pesticides, increasing the frequency of use, and using ...

AI Technical Summary

Problems solved by technology

Due to the short harvest time of leguminous crops, chemical pesticides are used to control bean pod borer and bean borer, and the residual amount is large, which will pollute the bean pods

The larva eats into the bean pods with larvae, which is relatively hidden, and is not easy to be contacted by pesticides. At the same time, the mature larvae pupate after dropping into the soil, which also has a certain degree of protection. Therefore, it is extremely difficult to control

During the high-incidence period, farmers usually use methods such as increasing the concentration of pesticides, increasing the frequency of use, and using highly toxic pesticides to prevent and control. As a result, a large number of natural enemies have been killed, the ecological balance of the vegetable garden has been destroyed, the pests have become rampant again, and pesticide residues in vegetables have been caused. Severely exceeded the standard, affecting food consumption, and at the same time inducing the resistance of vegetable pests to various conventional chemical pesticides

Bean crops are picked in batches, and the picking periods are close to each other. They have to be picked every 2-3 days during the peak harvest period. After many farmers have applied pesticides, they will go on the market before the safe interval is reached.

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