SU1620071A1 - Attractant for totricid ptycholoma lecheana l - Google Patents

Abstract

This invention relates to plant protection products, in particular to means of controlling insect pests. The goal is to increase the attractiveness of the drug. To achieve the goal, 3-hexadecanoyloxy-5,5-dimethyl-2-cyclohexen-1-one and 3-tetradecanoyloxy-4-carbmethoxy-5,5-dimethyl-2-cyclohexen-1-one are used in a ratio ( wt.%) 50:50. An attractant attracts males of leafworms with a lead band 2.8 times more than the composition is known. Substances have low toxicity, are used to monitor and regulate pest numbers. 2 tab.

Description

The invention relates to the protection of plants, in particular to means of controlling insect pests.

The aim of the invention is to increase attractiveness.

Example. Preparation of 3-hexadecanoyloxy-5,5-dimethyl-2-cy cyclohexene-1-one (SPD). About

I /

To a solution of 7.0 g (0.05 M) Dimedone and 4.0 g. (0.05 M) of pyridine in 100 ml of dry chloroform while stirring, 75 ml of a solution of 13.7 g (0.05 M) of palmitated acid chloride in chloroform are added dropwise over an hour. The mixture is stirred for another 1 hour. The volume of the reaction mixture is brought to 300 ml and treated successively with diluted (1:10) hydrochloric acid, water, saturated soda solution, twice with water (all 100 ml portions). The residue after removal of the solvent in the amount of 19.0 g is subjected to chromatographic separation on a column of silica gel L 40/100, and elution with the hexane-ether system 19/1 gives 17.8 g (94.2%) of 3-hexadecanoyl-oxy-5,5-dimethyl- 2-cyclohexen-1-one with Tp. M 60-62 ° C; C24H42Oz; mv 378; Rf 0.59 on the plate Silufol UV-254 in the system hexane-ether 4/1. IR spectrum (v, СНС1з): 1110; 1140; 1640; 1660: 1750; PMR spectrum 0. CDCb ppm): 0.89 (3N, t.). 1.11 (6H, s.), 1.25 26H. ws) 2.32 (2H, s.), 2.40 (4H, m.). 5.85 (1H, s.). Total 42N.

Preparation of 3-tetradecanoyl-4-carbmethoxy-5,5-dmmethyl-2-cyclohex- 1-one (3MD)

ABOUT

u o o o

Vj

Oh and

ABOUT

Lalaallo /

#

Sogs3

To a stirring solution of 8.4 g (0.05 M) 4-carbmethoxy-dimetone and 4.0 g (0.05 M) pyridine in 100 ml of dry chloroform, a solution of 12.3 g (0.05 M) is added dropwise within an hour the acid chloride myristic acid in 150 ml of chloroform. After one hour of stirring, the reaction mixture is diluted with choroform to 400 ml and treated sequentially with diluted (1:10) hydrochloric acid, water, saturated soda solution, twice with water (150 ml portions) and dried with magnesium sulfate. The solvent is removed in vacuo, the residue is subjected to separation on a column of silica gel L 40/100. When eluted with the 9/1 hexane-ether system, 19.1 g (95%) of 3-tetradecano-yloxy-4-carbomethoxy-5,5-dimethyl-2-cyclohexen-1-one with m.p. 35-38 ° C; Rf 0.58 on the Silufol UV-254 plate in the hexane-ether system 3/2; С24Н4оОз м.в. 408; IR spectrum (V,, CHCIs): 1120; 1160; 1470; 1630; 1675; 1740; 1770. PMR spectrum (d, SOS1m.d.): 0.89 (ZN.t.) 1.16 (ZN, s.), 1.18 (ZN, s) 1.30 (20H, br. P. ) 1.66 (4H, m.) 2.36 (1H. T.) 2.48 (2H, t.) 3.72 (ZN, s.) 6.00 (1H, s.). Total 40N.

To obtain the proposed composition, 1 mg of 3-hexadecanoyloxy-5,5-dimethyl-2-cyclohexen-1-one and 1 mg of 3-tetradecanoyloxy-4-carbomethoxy-5,5-dimethyl-2-cyclohekeen-1-one are mixed and prepared 2 mg attractant containing, in wt.%:

3-Hexadecanoyl-5,5-dimethyl--2-cyclohexen-1-on 50

3-tetradecanoyl-4-carbmethoxy-5, 5-dimethyl-2-cyclohexen-1-one 50

The procedure for preparing the preparative forms is as follows: a certain dose of the active substance of synthetic pheromone was dissolved in chloroform and applied to the inner surface of a rubber tube with a diameter of 3 mm and a length of 20 mm. The solvent was removed. In the control traps were placed PF-rubber tube, processed clean, without attractant. chloroform. Traps were hung in the peripheral part of the crown of the blond from the western side at a height of 2 m above the soil surface. The distance between 100 m repetitions, 50 m repetition between traps, the repetition of experiments is fivefold. On the area of 2500 m2 of the garden one trap was hung out. For catching insects used deltorape traps Atrakon A with glue

Pestifix. Variants of the experiment were placed randomly. Once every three days, the traps were scanned and the captured insects were counted and removed to determine their species. About the effectiveness of PF judged by the total catching of insects of this species.

In tab. 1 shows the results of a study of the attractiveness of synthetic phomonic compositions for a leaflet

LEADBAND.

As can be seen from the above data, a binary mixture of 3-hexadecanoyloxy-5,5-dimethyl-2-cyclohexene-1-one with 3-tetradecanoyloxy-4-carbmethoxy-5,5-dimethyl-2-cyclohexene-1-one in the ratio of components 1: 1 (2.0 mdvv. PF) showed a high attractiveness for males of leafworm with a lead band. Baits containing this mixture attracted 2.8 times more males of the indicated pest than the reference formulation. Separately taken components did not possess attractiveness for lepidoptera, and other compositions did not attract males of this type of pest at all.

A study of narrower deviation intervals from the optimal ratio (50.0 + 50.0 wt.%) Was conducted to determine confidence limits.

In tab. 2 shows the attractiveness of the pheromone compositions for the leafwrap sheet.

Thus, pheromone formulations containing a binary mixture of 3-hexadecanoyl-5,5-dimethyl-2-cyclohexene-1-one and 3-tetradecano-yloxy-4-carbmethoxy-5,5-dimethyl-2-cyclohexene -1-she 1: 1 (2 mg ov / PF) was superior in its attractiveness to PF. containing mixtures of alkenol derivatives for males of lead band moths.

A study of the toxicity of these compounds for warm-blooded animals has shown that they belong to the group of low-toxic compounds. Dzzo for white mice with separate and combined use is in the range of 2500-3000 mg / kg of live weight. All this makes them very promising for the possible introduction into practice of agriculture and forestry as a means of monitoring the pest and regulating the number by creating a male vacuum.

Claims (1)

An Attractant for a Leaf Ptycholoma lecheana L lead band, including organic compounds, is enough for the fact that, in order to increase its attractiveness, it contains 3-hexadecanoyl-5,5 as organic compounds -dimethyl-2-cyclohexen-1-one and 3-tetradecanoyl-4-carbmethoxy-5, 5-dimethyl-2-cyclohexen-1-one in a 1: 1 ratio. Table 1 table 2