Reference

Studies on insecticidal pyrethroids

Studies on insecticidal pyrethroids. II. Structure-activity relations of insecticidal a-cyanobenzyl and a-ethynylbenzyl cyclopropanecarboxylates. Hatakoshi, Makoto; Matsuo, Noritada; Nakayama, Isamu; Kirino, Osamu; Takayama, Chiyozo (Takarazuka Res. Cent., Sumitomo Chem.In this study，86533-58-6 is also used. Co., Takarazuka 665, Japan). Nippon Noyaku Gakkaishi, 9(4), 659-65 (English) 1984.Several reagents such as 86533-58-6 is used here. CODEN: NNGADV. ISSN: 0385-1559. DOCUMENT TYPE: Journal CA Section: 5 (Agrochemical Bioregulators) The structure-activity relationships of insecticidal a-cyanobenzyl cyclopropanecarboxylate I (R = alkyl, alkenyl, alkynyl, halo, or H; R1 = CN), a-ethynylbenzyl cyclopropanecarboxylate I (R1 = ethynyl; R = as above), and a-substituted 3-phenoxybenzyl cyclopropanecarboxylates I (R = OPh; R1 = H, alkyl, CF3, CN, alkenyl, alkynyl) were studied. For example, 3-allyl-a-ethynylbenzyl cis,trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate [86533-58-6] was prepd. by treating 3-allyl-a-ethynylbenzyl alc. [83808-15-5] in pyridine and PhMe with 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropane carbonyl chloride [52314-67-7] at 0°. The lethal activity of I (R1 = CN), with or without synergists (piperonyl butoxide [51-03-6] and/or NIA-16388 [18705-22-1]), against the housefly was related to the hydrophobicity and steric bulkiness of the 3-substituent. The presence of p electrons at the bg-position of the substituents was favorable for the insecticidal activity. For I (R1 = ethynyl), the activity was almost independent of the variations of the 3-substituent, regardless of the presence or absence of a synergist. For I (R = OPh), the activity with synergists increased with the decrease of the width of the a-substituents; without synergists, the activity increased with the decrease of the hydrophobicity of the a-substituents. ..

N-(Pyridinylmethyl)cyclopropanecarboxamide and pyridinylmethyl cyclopropanecarboxylate derivatives as fungicides and herbicides

N-(Pyridinylmethyl)cyclopropanecarboxamide and pyridinylmethyl cyclopropanecarboxylate derivatives as fungicides and herbicides. Ash, Mary L.; Pews, Richard G. (Dow Chemical Co., USA). 55701-05-8 and 52314-67-7 are cas registry numbers. These chemicals are also mentioned in this article. U.S. US 4423222 A 27 Dec 1983, 3 pp. (English). (United States of America). CODEN: USXXAM. CLASS: IC: C07D213-61; C07D213-40. NCL: 546337000. APPLICATION: US 82-380644 21 May 1982. DOCUMENT TYPE: Patent CA Section: 27 (Heterocyclic Compounds (One Hetero Atom)) Section cross-reference(s): 5, 24 The title compds. I (n = 0-4; R = Cl, Br, F, I; Z = NH, O) were prepd. Thus, 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarbonyl chloride was treated with 2-(aminomethyl)pyridine and 2-pyridinemethanol to give I (n = 0, Z = NH) and I (n = 0, Z = O), which showed fungicidal and herbicidal activity. The amide at 10 lb/acre gave 100% kill of barnyard grass. .