Chrysanthemum monocarboxylic acid

Chrysanthemum dicarboxylic acid or pyrethric acid may exist in eight stereoisomers, owing to the trans or cis configuration on the side chain of the double bond as well as that of the cyclopropane. The natural acid has been shown to be the trans-trans acid. As in the case of the chrysanthemum monocarboxylic acid, the naturally occurring configuration is more insecticidally active than the racemic form or any of the three isomers synthesized. [Pg.45]

This is interesting when one considers the effect of synergists on the synthetics. All of the synthetics mentioned above are based on chrysanthemum monocarboxylic acid and in the case of allethrin, cyclethrin, and furethrin on the alcohol moiety there is only one double bond. When checked against the standard synergists, these synthetics do not show the degree of synergism shown by pyrethrins and this may be because of the fact that there is only one double bond for epoxidation, compared with two in the pyrethrolone radical, and therefore the synergist would not block this epoxidation step as effectively. [Pg.52]

Crowley MP, Godin PJ, Inglis HS et al (1962) The biosynthesis of the pyrethrins . I. The incorporation of 14C-labelled compounds into the flowers of Chrysanthemum cinerariaefolium and the biosynthesis of chrysanthemum monocarboxylic acid. Biochim Biophys Acta 60 312-319... [Pg.82]

Chrysanthemum carboxylic acid esters. Chrysanthemum monocarboxylic acid (CMC) and dicarboxylic acid (CDC) esters include the toxic cinerins and pyrethrins from... [Pg.35]

Pyrethrin I (= Chrysanthemum monocarboxylic acid pyrethrolone ester) (monoterpene)... [Pg.140]

Beilstein Handbook Reference) BRN 2004306 Caswell No. 715 Chrysanthemum mono-carboxylic acid pyrethrolone ester EINECS 204-455-8 EPA Pesticide Chemical d)de 069001 HSDB 6302 Piretrina 1 Pyrethrin I Pyrethrine I Pyrethrins Pyrethrolone, chrysanthemum monocarboxylic acid ester Pyrethronyl (+)-trans-chrysanthemate Pyrethrum RCRA waste number POOS. Registered by EPA as an insecticide. Viscous liquid bpo.1 = 170° d = 1.5192 [a]8 -14° (isooctane) km = 225 nm (e 36400 95% EtOH) insoluble in H2O, soluble in ElOH, petroleum ether, kerosene, CCI4, ethylene dichloride, nitromethane LDso (rat orl) = 584 - 900 mg/kg, (mus orl) = 273 - 796 mg/kg, (rat der) > 1500 mg/kg, (rbt der) = 5000 mg/kg highly toxic to fish toxic to bees, with repellent effect. [Pg.530]

Chrysanthemum dicarboxylic acid monomethyl ester pyrethrolone Chrysanthemum dicarboxylic acid monomethyl ester pyrethrolone ester. See Pyrethrin II Chrysanthemum monocarboxylic acid pyrethrolone ester. See Pyrethrin I Chrysoidin Chrysoidine Chrysoidine crystals Chrysoidine special. See Basic orange 2 Chrysoine. See Acid orange 6 Chrysophanic acid... [Pg.939]

Synonyms Chrysanthemum monocarboxylic acid pyrethrolone ester Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methylpropenyl)-, ester with 4-hydroxy-3-methyl-2-(2,4-pentadienyl)-2-cyclopenten-1-one Pyrethrolone, chrysanthemum monocarboxylic acid ester (+)-Pyrethronyl (+)-trans-chrysanthemate Classification Pyrethrins (natural)... [Pg.3786]

Pyrethrins. See Pyrethrum Pyrethrolone, chrysanthemum dicarboxylic acid methyl ester ester. See Pyrethrin II Pyrethrolone, chrysanthemum monocarboxylic acid ester. See Pyrethrin I Pyrethrolone ester of chrysanthemum dicarboxylic acid monomethyl ester. See Pyrethrin ii... [Pg.3786]

Pyrethrum flower consists of the dried flowerhead of Chrysanthemum cinerar ice folium Vis. and it owes its insecticidal properties to two types of ketoesters. One group consists of pyrethrin I and cinerin I, both of which have chrysanthemum monocarboxylic acid (chrysanthemic acid) as their acid component. The assay given below for pyrethrin I, which is based on the determination of total chrysanthemic acid, will therefore include cinerin I. The second group of esters consists of pyrethrin II and cinerin II, both of which have the monomethyl ester of chrysanthemum dicarboxylic acid (pyrethric acid) as their acid component since the assay given below for pyrethrin II is based on the determination of total pyrethric acid it will therefore include cinerin II. The keto-alcohol component of the pyrethrins is pyrethrolone and that of the cinerins is cinerolone. [Pg.541]

Pattenden, G., and R. Storer Studies on the Biosynthesis of Chrysanthemum Monocarboxylic Acid. Tetrahedron Letters 1973, 3473. [Pg.208]

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