Download Synthetic Pyrethroid Insecticides: Chemistry and Patents by Dr. Klaus Naumann (auth.), Dr. G. Haug, Prof. Dr. H. PDF

By Dr. Klaus Naumann (auth.), Dr. G. Haug, Prof. Dr. H. Hoffmann (eds.)

Chemistry of Plant defense maintains the guide "Chemie der Pflanzenschutz- und Schadlingsbekampfungsmittel", edited by way of R. Wegler. Volumes four and five of the sequence give you the first entire and intensive evaluation of man-made pyrethroid pesticides . quantity five provides an in depth survey of the varied man made tools (270 response schemes) and of stereochemical facets of exchange items, and a compilation of virtually each patent on pyrethroids (2700 references evaluated).

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It would not be the case under phase-transfer condition [141]. This by-product is hard to separate by normal procedures, but can be reacted with trimethyl phosphite for easy removal [142]. 1 Synthesis of 1,1-Dichloro-4-methylpentadiene Several procedures for 93, based on the simple chemicals chloral, isobutylene, CCI4 , CHCI 3 , isobutene, isopentene, vinylidene chloride and so on, were worked out to render the diazoester method an attractive option, as shown in Reaction scheme 55 based on chloral.

2 Synthesis of N or-Chlorochrysanthemic Acid CI0cooH CH 3 B5 In terms of structure, chemical and biological properties nor-chlorochrysanthemic acid 85, the acid in which one methylgroup of chrysanthemic acid is exchanged for a chlorine atom, takes an intermediate position between chrysanthemic acid and permethric acid. This acid, particularly the l-R-cis isomer, could become of interest in the future, if a much cheaper synthesis can be found than for permethric acid. For one promising route, starting from caren, see Sect.

CI C~COCI 3 Zn CI ~COCI CI· )= < Reaction scheme 93 [232] 1 [231] ~0 ~O I ... '-CI ------7~ ~CI 7 cotol. 3 Synthesis of Permethric Acid Typical features in Reaction scheme 93 are the transformation of a dichlorovinylgroup of 144 into a chloroacetyl-group 145 by intermediate involvement of phenolate and the following Ruthenium-catalyzed addition of carbon tetrachloride, which involves a migration of the ketone moiety to give the mixture 146. A particularly interesting reaction sequence [234] by Lantzsch with high yields in all steps (Reaction scheme 94) needs the three cheap technical bulk chemicals vinylacetate, carbon tetrachloride and methylisopropyl ketone.

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