Reverse sex pheromone for prevention and control of plutella xylostella l.

A technology of anti-sex pheromone and diamondback moth, which is applied in the fields of chemicals for biological control, pest control, application, etc., can solve the problems of not yet found the sex pheromone of Plutella xylostella, strong interference of anti-sex pheromone, etc. Environmentally friendly, reducing the number of mating, reducing the effect of harm

Inactive Publication Date: 2015-12-09
INST OF PLANT PROTECTION CHINESE ACAD OF AGRI SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, at present, no anti-sex pheromone that has a strong interference effect on the sex pheromone of diamondback moth has not been found.

Method used

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  • Reverse sex pheromone for prevention and control of plutella xylostella l.
  • Reverse sex pheromone for prevention and control of plutella xylostella l.
  • Reverse sex pheromone for prevention and control of plutella xylostella l.

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] The preparation of embodiment 1 cis-11-hexadecenol trifluoromethyl ketone

[0016] The molecular formula of cis-11-hexadecenol trifluoromethyl ketone is as follows:

[0017]

[0018] Its preparation method is as follows:

[0019] 1) Preparation of phosphorus ylides

[0020] Dissolve 5g (19.9mmol) of 11-bromo-1-undecanol in 40ml of acetonitrile, add 6.27g (23.9mmol) of triphenylphosphine, reflux at 81-82°C for 72h, evaporate the solvent to dryness, and obtain a white paste Add 1 mol / L NaOH aqueous solution, stir at room temperature, and filter to obtain 6.80 g (15.73 mmol) of white solid, with a yield of 79%. 1HNMR (300MHz, internal standard TMS, solvent CDCl 3 )δ1.26-1.29(m, 12H), 1.43-1.53(m, 6H), 3.50(m, 2H), 7.30-7.51(m, 15H), 11.0(br, 1H).

[0021] 2) Synthesis of cis-11-hexadecen-1-ol

[0022] Under the protection of high-purity nitrogen, dissolve the phosphorus ylide prepared in 1 in anhydrous 30ml THF, cool down to -78°C, slowly add 1g (15.73mmol) butylli...

Embodiment 2

[0024] Embodiment 2 The preparation of cis-11-hexadecenol difluoromethyl ketone

[0025] The molecular formula of cis-11-hexadecenol difluoromethyl ketone is as follows:

[0026]

[0027] Its preparation method is as follows:

[0028] 1) Preparation of phosphorus ylides

[0029] Dissolve 5g (19.9mmol) of 11-bromo-1-undecanol in 40ml of acetonitrile, add 6.27g (23.9mmol) of triphenylphosphine, reflux at 81-82°C for 72h, evaporate the solvent to dryness, and obtain a white paste Add 1 mol / L NaOH aqueous solution, stir at room temperature, and filter to obtain 6.80 g (15.73 mmol) of white solid, with a yield of 79%. 1 HNMR (300MHz, internal standard TMS, solvent CDCl 3 )δ1.26-1.29(m, 12H), 1.43-1.53(m, 6H), 3.50(m, 2H), 7.30-7.51(m, 15H), 11.0(br, 1H).

[0030] 2) Synthesis of cis-11-hexadecen-1-ol

[0031] Under the protection of high-purity nitrogen, dissolve the phosphorus ylide prepared in 1 in anhydrous 30ml THF, cool down to -78°C, slowly add 1g (15.73mmol) butyllit...

Embodiment 3

[0033] The preparation of embodiment 3 cis-11-hexadecene-1-propionate

[0034] The molecular formula for cis-11-hexadecene-1-propionate is shown below:

[0035]

[0036] Its preparation method is as follows:

[0037] 1) Preparation of phosphorus ylides

[0038] Dissolve 5g (19.9mmol) of 11-bromo-1-undecanol in 40ml of acetonitrile, add 6.27g (23.9mmol) of triphenylphosphine, reflux at 81-82°C for 72h, evaporate the solvent to dryness, and obtain a white paste Add 1 mol / L NaOH aqueous solution, stir at room temperature, and filter to obtain 6.80 g (15.73 mmol) of white solid, with a yield of 79%. 1 HNMR (300MHz, internal standard TMS, solvent CDCl 3 )δ1.26-1.29(m, 12H), 1.43-1.53(m, 6H), 3.50(m, 2H), 7.30-7.51(m, 15H), 11.0(br, 1H).

[0039] 2) Synthesis of cis-11-hexadecen-1-ol

[0040]Under the protection of high-purity nitrogen, dissolve the phosphorus ylide prepared in 1 in anhydrous 30ml THF, cool down to -78°C, slowly add 1g (15.73mmol) butyllithium in batches, an...

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Abstract

The invention discloses a reverse sex pheromone for interfering plutella xylostella l. mating, and belongs to the biological prevention and control field. The reverse sex pheromone is one or more of cis-11-cetylenol trifluoromethyl ketone, cis-11-cetylenol difluoromethyl ketone, cis-11-hexadecene-1-propionate and cis-11-hexadecene-1-tertiary butyl acetate. The reverse sex pheromone can significantly inhibit orientation of plutella xylostella l. male adults on female sex pheromone, thereby interfering plutella xylostella l. mating, and reducing the field insect population number. The reverse sex pheromone has the advantages of high efficiency, multiple ecological effects, simple preparation, environmental friendliness, safety to mammals and the like, can reduce the field male and female meeting probability and mating frequency, so as to relieve harm of plutella xylostella l. on cruciferous plants.

Description

technical field [0001] The invention belongs to the field of biological control, and in particular relates to a novel reverse sex pheromone that interferes with mating of diamondback moth. Background technique [0002] The diamondback moth (Plutellaxylostella L.) belongs to the family Lepidoptera and is an important vegetable pest worldwide, seriously damaging cruciferous vegetables such as cabbage, cauliflower, and Chinese cabbage. Plutella xylostella has strong fecundity, serious overlapping of generations, and has produced varying degrees of resistance to almost all insecticides. According to statistics, the diamondback moth has been resistant to more than 50 insecticides such as organophosphates, pyrethroids, and Bacillus thuringiensis. All developed drug resistance to varying degrees. Female moths of diamondback moth during courtship release a mixture of cis-11-hexadecenyl acetate, cis-11-hexadecen-1-al and cis-11-hexadecen-1-ol as sex pheromones Attract males to mate...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N47/06A01P19/00A01N37/02
Inventor 梅向东董梦雅宁君折冬梅张涛杨帅张开心
Owner INST OF PLANT PROTECTION CHINESE ACAD OF AGRI SCI
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