RU1396516C - Pheromone for tortricid narrow-wing variable, cnephasia crysantheana dup - Google Patents

Abstract

The invention relates to compositions exhibiting specific attractive activity. It is possible to capture 25% to 98% of the males of the small-winged variciformes Cnephasia Cfysantheana Dup. due to the use of a composition containing wt.%: 2-stearoyl-5,5-dimethyl-cyclohexane-1,3-dione 25 - 75 and 3-caprynoyloxy-5,5-dimeti -2 cyclohexan-1-one 25 - 75 2 tab.

Description

The invention relates to a composition comprising 2-stearoyl-5,5-dimethylcyclohexan-1,3-dione and 3-caprynoyloxy-5,5-dmmethyl-2-cyclohexan-1-one, which exhibits a specific attractive activity against male leafworms of the narrow-winged variable Cnephasia crysantheana Dup.

Sexual attractants are not currently known for this type of insect.

The aim of the invention is the search for pheromones with attractant activity against Cnephasia crysantheana dup.

The invention is illustrated by the following examples.

Example 1. 3-Caprinoi oxy-B, 5-dimethyl-2-cyclohexane-1-ok.

To a stirred solution of 14.0 g (0.1 mol) of dimedone and 7.9 g (0.1 mol) of pyridine in 250 ml of dry chloroform, a solution of 19.1 g (0.1 mol) of capric acid chloride was added dropwise. It is stirred for another 1 hour. The reaction mixture is diluted with chloroform to 700 ml and treated with successively diluted (1; 10) hydrochloric acid, WATER, saturated sodium hydrogen carbonate solution, twice with water (all portions are about 200 ml). Dry with magnesium sulfate. The solvent was removed in vacuo, the residue was subjected to chromatographic separation on silica gel L 100/160 m. Using a hexane-ether system 9: 1), 28.5 g (97%) of 3-caprynoyloxy-5,5-dimethyl-2-cyclohexene were obtained -1-she with Mp 36-38 ° С. S1vNzoOz. Like M. 294. Rf 0.51 on the sllufol UU plate in the hexane-ether system (1: 1),

IR spectrum (U, cm, film): 1112.1140, 1185, 1645, 1675, 1760. PMR spectrum (d, SDC1z, ppm): 0.8 & (ZN, t); 1.10 (6H, s): 1.27 (12H broad s); 1.68 (2H, q): 2.27 (2H, s); 2.42 (2H, s): 2.46 (2H, t, J 7 Hz); 5.89 (1 H, s), total ZON,

Example 2. To obtain pheromone, 1.0 g of 2-stearoyl-5,5-dimethyl-cyclohexane-1,3-dione, a white crystalline solid with a melting point of 41 ° C, and 1.0 g of 3-caprinoiloxy- are mixed. 5,5-dimethyl-2-cyclohexen-1-one, substances with Т - 36-38 ° С. and 2.0 g of pheromone containing, in weight%: 2-stearoyl-5,5-dimethylcyclohexane-1.3-dione 50; 3-caprynoyloxy-5,5-dimethyl-2-cyclohexen-1-one 50.

PRI me R 3. Mix 1.5 g of 2-stearoyl-5,5-dimethylcyl loghexane-1,3-dioneiO, 5 g of 3-caprynoyloxy-5,5-dimethyl-2-cyclohex en-1- she, get 2 g of pheromone containing, wt.%: 2-stearoyl-5-dimethyl-cyclohexane-1,3-dion75:

3-caprynoyloxy-5,5-dimethyl-2-cyclohexen-1-one 25.

EXAMPLE 4 0.5 g of 2-stearoyl-5, 5-dimeth14-cyclohexane-1.3-dione and 1.5 g of 3-caprynoyloxy-5,5-dimethyl-2-cyclohexene-1-one are mixed. get 2 g of pheromone containing. wt.%: 2-stearoyl-5,5-dimethylcyclohexane-1,3-dione 25; 3-caprynoyloxy-5,5-dimethyl-2cyclohexen-1-one 75.

Study of the attractiveness of a substance

carried out in accordance with the Methodological Instructions

on testing and using genital pheromone in plant protection (VASKHNIL, 1980). The repetition of the experiment is n times. To catch insects, use the delta-shaped trap Atracon A with glue Pestifix. Capsules with

the content of a certain amount of the active substance of the tested compounds.

The procedure for making Leni preparative forms (PF) is as follows. Specific dose

the active substance of synthetic pheromone is dissolved in chloroform and applied to the inner surface of a rubber tube GOST 5496-78 with a diameter of 3 mm. 20 mm long. The solvent is removed. PF - a rubber tube treated with a clean tube without attractant is placed in control traps. chloroform.

Traps are suspended in the peripheral part of the crown of blondes from the western side on

2 m above the ground. The distance between the traps in the repetition is 50 m. The distance between the repetitions of 100 m from the edge of the garden is retreating 100 m. One trap is hung out on the area of 2500 m of the garden. Experience options are placed randomly.

Once every three days, traps are scanned and trapped insects are counted and traps removed to determine species.

The results of a study of the activity of synthetic pheromones are presented in table. 1 and 2. (56) Copyright certificate of the USSR 1136132, kp. C 07 C 49/403, A 01 N 35/06. 1983.

Table 1

Attractivity of individually taken components of the pheromone composition for Listover

ki narrow-wing variable

Table 2 Attractivity of the pheromone composition for the variciformes varicata

Note. The oral LDao of white mice is greater than 4000 mg / kg.

Claims (1)

Claims PEROMON FOR SUSTAINED ULTRASOUS SHIFTER VARIABLE CNEPHASIA CHRYSANTHEANA DUP containing 2-stearoml-5,5-dimethylcyclohexane-1,3-dione formulas Continuation of the table, 2, And 3-cap (: noyloxy-5.5-dimethyl-2-cyclohexene-1-ry; formulas  W W 5 10 N / VN / VV in the amount, wt.%: 2-Stearoyl-5,5-dimethylcyclo-15 hexane-1,3-dione 3-caprynoyloxy-5,5-dimethyl-2-cyclohexen-1-one