Chrysanthemic chloride

Hydroxy acids lR,3R,-tran.s-Chrysanthemic acid chloride 4... 

Chrysanthemic acid acrinathrin, allethrin, bioresmethrin, cypermethrin, cyphenothrin, empenthrin, phenothrin, prallethrin, resmethrin, tetramethrin, tralomethrin Copper chloride tetradifon, tetrasul, thicyofen Copper sulfate oxime copper Copper cyanide 2.3.6 TBA Coumarin coumaphos... 

Methyl 4 chloro phenoxy acetyl chloride MCPA thioethyl Methyl chrysantemate see Chrysanthemic acid... 

Camphor-lO-sulfonyl chloride Chrysanthemic acid chloride (l,T-Binaphthalene)-2,2 -diol Camphor... 

The insecticidal activity and structure-activity relationships of novel pyrethroids prepared by reacting methyl phenyl substituted pyrazole methanols with dichloro chrysanthemic acid chloride are reported. These pyrethroids are active on tobacco budworm, fall armyworm, southern corn rootworm, and aster leafhopper, generally in the concentration range of 1000-250 ppm. Although less active than the pyrethroid standard bifenthrin, the overall structure-activity of these pyrazole pyrethroids with regard to substitution patterns is similar to that previously observed with bifenthrin analogs. 

Reported here is the synthesis and insecticidal activity of some related pyrethroids represented by general formula 2 prepared by condensing methyl phenyl substituted pyrazole methanols with the more readily available dichloro chrysanthemic acid chloride (DV-acid Chloride). All of the pyrethroid samples were also prepared and tested as approximately a 4 3 trans/cis mixture of isomers. 

Removal of the unreacted diene, bp 45 °C/20 torr, followed by distillation, bp 123 °C/0.2 torr, gave /-menthyl chrysanthemate (4.7 g, 76%) whose GC analysis showed the following composition d-trans, 89.9% l-trans, 2.7%, and the cis isomers, 7.4%. The cis/trans ratio was 7/93 and ee of the trans isomer was 94%. Complete hydrolysis of the /-menthyl ester with potassium hydroxide in aqueous ethanol followed by esterification with d-2-octanol in the presence of thionyl chloride and pyridine gave the corresponding d-2-octyl ester. GC analysis revealed the following composition d-trans, 90.4% l-trans, 4.7% d-cis, 3.6%, and... 

The starting ester has been prepared3 by the reaction of methallyl chloride, acetylene, and methanol in the presence of nickel carbonyl followed by treatment with base. Reaction with (4) gives the methyl ester of ( )-rran.v-chrysanthemic acid in 72.5% yield. 

Chromic anhydride-pyridine, 70 Chromium hexacarbonyl, 71 Chromones, 423 Chromous chloride, 73 Chrysanthemic acid, 49, 50, 207-208 Chrysanthemic esters, 183-184 Cinnamic esters, 362 CitroneUol, 5, 308, 309 Claisen rearrangement, 2, 372 Clemmensen reduction, 426 Cocaine, 384 Codeine, 236, 347, 348 Conjugate addition, 86, 102, 119-120, 133, 226-227, 253, 353, 400 Cope rearrangement, 66, 397 Copper, 73-74 Copper(I) acetate, 80 Copper(II) acetate, 39, 117, 126, 186 Copper(I) bromide-Lithium trimethoxy-aluminum hydride, 80 Copper(I) bromide, 79-80 Copper(I) chloride, 50, 80-81 Copper(II) chloride, 126, 79 Copper(l) cyanoacetate, 74 Copper halide nitrosyls, 73 CopperO) iodide, 81-82 Copper(I) methyltrialkylborates, 4,75 CopperGD perchlorate. 79 COpper(I) phenylacetylide, 237 Copper(II) sulfate, 117 CopperO) trifluoiomethanesulfonate, 75-76... 

In a short and elegant synthesis, pyrocine is accessible via the Lehmann-Traube method, in which the monoepoxide of 2,5-dimethylhexa-2,4-diene is reacted with a malonic ester. After hydrolysis and decarboxylation, pyrocine is obtained, which, like isopyrocine, can be converted into chrysanthemic acid by thionyl chloride and base-induced 1,3-cydoelimination. [88]... 

Procedure [14, 16] for preparation of R(+)-trans-chrysan-themoyl esters Heat (-p )-fr s-chrysanthemic acid (2 mg) with freshly distilled thionyl chloride (200/d) for 1 h at 60 C. Remove the excess thionyl chloride under a stream of dry nitrogen. Mix the alcohol (1 mg dissolved in 20 /il of dry toluene) with 3 molar equivalents of the acid chloride in a sealed tube and heat at 40 °C for 1-2 h. The temperature used for the reaction is dependent on the nature of the alcohol, and temperature from 40 °C to reflux have been reported for this reaction. 

A variety of vinylcyclopropanes have been obtained in yields of up to 38 % by the one-step reaction of olefin with 3-diazopropene, catalysed by copper salts. Cupric trifiuoromethanesulphonate and cupric hexafluoroacetonylacetonate proved to be the most effective catalysts, and the reactions proceed stereospecifically cuprous chloride was totally ineffective. The use of chiral copper complexes for asymmetric induction in a-diazo-ester addition has been applied to the synthesis of chrysanthemic acid in an optical yield of 60—70%. ... 

Only a few reagents are needed to convert a-pinene or carene to chrysanthemic acid (Reaction scheme 133) ozone, permanganate, peradd or bromine and methyl-magnesium chloride. 

Cycloadditions of a-chloroketenes to fulvenes are well documented and the adducts have also been applied to the synthesis of other natural products, including ophiobolin, filifolone, and chrysanthemic acid (Scheme 7.4) [5]. Nevertheless, Hong and coworkers [6] reported a new mode of reaction between a-halo acyl halides and 6,6-dialkoxyfulvene 20. Under standard conditions of in situ generation of a-chloroketenes, nucleophilic acyl substitution of the acyl chloride by... 

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