Ester Compound and Its Use

[0059]Under nitrogen atmosphere, to a mixture of 0.20 g of 4-propargyl-2,3,5,6-tetrafluorobenzyl alcohol, 0.17 g of (1R)-trans-3-(2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylic acid, 0.022 g of 4-dimethylaminopyridine in 7 ml of dichloromethane was added 0.21 g of N,N-dicyclohexylcarbodiimide, and the mixture was stirred at room temperature for three hours. Then, the reaction mixture was filtrated, and the filtrate was concentrated under reduced pressure. The resultant residue was subjected to silica gel column chromatography to obtain 0.26 g of 4-propargyl-2,3,5,6-tetrafluorobenzyl (1R)-trans-3-(2-cyano-1-propenyl)-2,2-dimethylcyclopropanecarboxylate (hereinafter, referred to as the present compound (A)) represented by the formula (A):

(an isomer ratio based on the double bond of the 2-cyano-1-propenyl group: Z / E=about 2 / 1).

[0060]1H-NMR (CDCl3, TMS) δ (ppm): 1.21 (s, 3H, Z+E forms), 1.32 (s, 3H, Z+E forms), 1.72 (t, 1H, Z+E forms), 1.96 (s, 3H, Z+E forms), 2.06 (s, 1H, Z+E

[0062]To a solution of 20 parts of the present compound (A) in 65 parts of xylene is added 15 parts of Sorpol 3005X (registered trademark of Toho Chemical Industry Co., LTD.), and the mixture is thoroughly mixed with stirring to obtain an emulsifiable concentrate.

[0063]To 40 parts of the present compound (A) is added 5 parts of Sorpol 3005X, and the mixture is thoroughly mixed with stirring. To the mixture are added 32 parts of Carplex #80 (synthetic hydrated silica, registered trademark of Shionogi & Co., Ltd.) and 23 parts of 300-mesh diatomaceous earth, and the resulting mixture is thoroughly mixed with a juice mixer to obtain a wettable powder.