SYNTHESIS AND HERBICIDAL ACTIVITY OF GEOMETRICAL-ISOMERS OF METHYL [[[1-[5-[2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY]-2-NITROPHENYL]-2-METHOXYETHYLIDENE]AMINO]OXY]ACETATE (AKH-7088)

被引:6
作者
HAYASHI, Y [1 ]
KOUJI, H [1 ]
机构
[1] ASAHI CHEM IND CO LTD,CHEM DEV LAB,KAWASAKI KU,KAWASAKI 210,JAPAN
关键词
D O I
10.1021/jf00093a054
中图分类号
S [农业科学];
学科分类号
09 ;
摘要
The E and Z geometrical isomers of methyl [[[1-[5-[2-chloro-4-(trifluoromethyl)phenoxy]-2-nitrophenyl]-2-methoxyethylidene]amino]oxy]acetate (Code No. AKH-7088) were separately synthesized, and their molecular conformations were determined by two-dimensional NMR spectroscopy. Greenhouse test ing showed no significant difference between the herbicidal effects of the two isomers on broadleaf weeds such as velvetleaf, cocklebur, and morningglory in soybeans, in postemergent applications of 0.035-0.28 kg/ha. Mixtures of the two isomers in various proportions exhibited practically the same biological effects as those of each isomer alone. Soybeans exhibited excellent tolerance to the iso mers and their mixtures. © 1990, American Chemical Society. All rights reserved.
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页码:845 / 850
页数:6
相关论文
共 8 条
[1]  
FURUHASHI S, 1986, Patent No. 209588
[2]   SYNTHESIS AND SELECTIVE HERBICIDAL ACTIVITY OF METHYL (E,Z)-[[[1-[5-[2-CHLORO-4-(TRIFLUOROMETHYL)PHENOXY]-2-NITROPHENYL]-2-METHOXYETHYL-IDENE]AMINO]OXY]ACETATE AND ANALOGOUS COMPOUNDS [J].
HAYASHI, Y .
JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 1990, 38 (03) :839-844
[3]  
HAYASHI Y, 1984, Patent No. 262165
[4]  
HAYASHI Y, 1987, Patent No. 4708734
[5]   RATES OF ACID-CATALYZED GEOMETRIC ISOMERIZATION OF SOME COMPOUNDS CONTAINING A CARBON-NITROGEN DOUBLE-BOND [J].
JOHNSON, JE ;
SILK, NM ;
ARFAN, M .
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (10) :1958-1961
[6]   MECHANISM OF AN ACID-CATALYZED GEOMETRIC ISOMERIZATION ABOUT A CARBON-NITROGEN DOUBLE-BOND [J].
JOHNSON, JE ;
SILK, NM ;
NALLEY, EA ;
ARFAN, M .
JOURNAL OF ORGANIC CHEMISTRY, 1981, 46 (03) :546-552
[8]   PHOTOCHEMICAL SYN-ANTI ISOMERIZATION ABOUT CARBON-NITROGEN DOUBLE-BOND [J].
PADWA, A ;
ALBRECHT, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (15) :4849-4857