- 31Cl NQR SPECTRA OF COMPOUNDS IN Cl3CCH2CXRR' SERIES
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In molecules in the series Cl3CCH2CClRR', the substituents R and R' virtually do not affect the chlorine atoms of the Cl3C group, while the NQR frequency of the chlorine atom of the CClRR' group correlates satisfactorily with the ?* constants of these substituents.The regularities observed in the mutual influence of the atoms in the molecules of the studied series indicate that the previously assumed structure of some products of radical telomerization of Cl3CH with H2C=CHCl is erroneous.
- Feshin, V. P.,Dolgushin, G. V.,Voronkov, M. G.,Gaek, M.,Yanoushek, Z.
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p. 684 - 687
(2007/10/02)
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- Dichlorovinylcyclobutanones, processes for preparing them, and their use as intermediates for producing pesticidal compositions
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Dichlorovinylcyclobutanones of the formula STR1 wherein one of R1 and R2 is methyl and the other is hydrogen or methyl, or R1 and R2 together are alkylene having 2-4 C atoms, X is chlorine and Y is hydrogen, or X is hydrogen and Y is chlorine; processes for preparing them, and their use as intermediates for producing pesticidal compositions.
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- Sulfonic acid esters of 2,2,2-trichloroethylhydroxycyclobutanones
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Compounds of the formulae Ia, Ib, IIa and IIb STR1 are described, wherein R represents alkyl, haloalkyl, benzyl, naphthyl or substituted or unsubstituted phenyl and one of R1 and R2 represents methyl and the other represents hydrogen or methyl, or R1 and R2 together represent alkylene of 2 or 3 carbon atoms. The compound of the formulae Ia, Ib, IIa and IIb are valuable intermediates for the manufacture of pyrethroid pesticides or precursors thereof.
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- Process for the preparation of 2-(2',2',2'-trihalogenoethyl)-4-halogenocyclobutan-1-ones
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A process for the preparation of 2-(2',2',2',-trihalogenoethyl)-4-halogenocyclobutan-1-ones of the formula STR1 in which one of the radicals R1 and R2 is methyl and the other is hydrogen or methyl, or R1 and R2 together are an alkylene group having 2 to 4 carbon atoms, and X and Y are each chlorine or bromine, comprising reacting a 2,4,4,4-tetrahalogenobutyric acid chloride in the presence of an organic base with an ethylene compound which is disubstituted in 1-position by the radicals R1 and R2, as defined above, to form a 2-(2',2',2'-trihalogenoethyl)-2-halogenocyclobutan-1-one and then rearranging the latter, in the presence of a catalyst, into a 2-(2',2',2'-trihalogenoethyl)-4-halogenocyclobutan-1-one of the above formula; said 2-(2',2',2'-trihalogenoethyl)-4-halogenocyclobutan-1-ones being valuable intermediates for the preparation of 2-(2',2'-dihalogenovinyl)-cyclopropanecarboxylic acid and its insecticidally active esters; as well as the 2-(2',2',2'-trihalogenoethyl)-4-halogenocyclobutan-1-ones of the above formula and the intermediates utilized for their preparation.
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- 2-(2',2'-Dihalovinyl)-cyclobutanones and 2-(2',2',2'-trihaloethyl)-cyclobutanones
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Novel 2-(2',2'-dihalovinyl)-cyclobutan-1-ones and 2-(2',240 ,2'-trihaloethyl)-cyclobutan-1-ones of the formula STR1 are disclosed, wherein R1 represents --CH=CX2 or --CH2 --CX3, and X in each case represents chlorine or bromine, one of R2 and R3 represents methyl and the other represents hydrogen or methyl, or R2 and R3 together represent an alkylene group having 2 to 4 carbon atoms. The invention relates also to the production and the use of the said cyclobutanones.
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- Synthesis of Polyhalogenated Butyryl Chlorides, Precursors of Pyrethroid Haloketenes
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The copper(I)-catalyzed free radical addition of halomethanes to acrylates and the addition of halogenated acetic acid derivatives to fluoro- or chloro-substituted ethylenes affords polyhalogenated butyric acid derivatives.Chlorides of these acids serve as precursors for haloketenes used in efficient syntheses of pyrethroids.
- Martin, Pierre,Steiner, Eginhard,Bellus, Daniel
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p. 1947 - 1957
(2007/10/02)
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