Cinerin II

Jasmolin II in pure form was nearly equal to cinerin II in toxicity to houseflies but much less when synergized. The synergistic factor of the synergized compounds is pyrethrum extract 9.6 jasmolin II, 7.0 cinerin II, 12.0. 

Synergist Extract Pyrethrin 1 Pyrethrin II Cinerin l Cinerin II... 

Figure 6. Infrared spectrum of cinerin II Collected from gas chromatograph after isolation from silicic acid-acetonitrile-hexane partition column...

The columns labeled PI reflect the total of pyrethrin I and cinerin I just as in the AO AC procedure. The gas chromatographic results are in terms of the total amount of the mixture but were analyzed as the methyl ester of chrysanthemic acid. The present state of the determination of PII (pyrethrin II plus cinerin II) is not complete because of the erratic extractability of the dicarboxylic acids from the hydrolysis mixture. The gas chromatographic pattern is distinct and straightforward. As the extraction procedure for PII is improved, the gas chromatographic method will be more applicable. The present recovery of PII is in the range of 80 to 90%. The average of the values shown in Table II for PI is 98.0%. 

IV as a cinerin-type compound, peak V as cinerin II, and peak VI as pyrethrin II. It is evident that peak IV also contains another component. The peaks beyond peak VI are known to be of the pyrethrin type as they respond to the color test. This gas chromatography pattern was obtained with a 6-foot lA -inch column packed with 20% SE-30 on 40-60-mesh Chromosorb P. Later work provided good resolution of the peaks with a 2-foot 4-inch column packed with 20% Dow-11 silicone oil on 45-60-mesh Chromosorb P. 

Allethrin, the first synthetic pyrethroid, is a compound which is the closest in structure to cinerin I. Pyrethroids developed subsequently are mostly esters of chrysanthemic acid, and cinerin II analogs, i.e., esters of chrysanthemum acid have not been industrialized. 

Pyrethrum (Chrysanthemum) dnerarifolium (Asteraceae) namely cinerin I (CMC cineralone ester), cinerin II (CDC monomethyl ester cinerolone ester), pyrethrin I (CMC pyrethrolone ester) and pyrethrin II (CDC monomethyl ester pyrethrolone ester). The chrysanthemum carboxylic acids are cyclopropane-based monoterpenes and cineralone and pyrethrolone are cyclopentanone monoterpene alcohols. The pyrethrins (and their insecticidal synthetic derivatives) are toxic to insects through keeping cell membrane voltage-gated Na+ channels open and thus impairing neurotransmission. 

CAS registry number of all the pyrethrum constituents is same. However, chemical formulae are some what different. For instance, pyrethrin I is C21H28O3, pyrethrim II is C22H28O5, cinerine I is C20H28O3, cinerine II is C21H28O5, etc. 

Pyrethric acid (18) and from this, by optical resolution, the pure (-l-)-isomer, forming the acid component of pyrethrin II (10), cinerin II (12) and jasmolin II (14), was prepared by Matsui and Yamada (1963) by the oxidation of ( )-chrysanthemic acid. 

CINERIN I and CINERIN II (8003-34-7) Combustible liquid (flash point 180-190°F/82°-88°C oc). The presence of light, heat, moisture, and air contributes to instability hydrolyzed by oxygen and/or sunlight. Strong oxidizers may cause fire and explosions. Incompatible with alkalis. 

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