83376-83-4

Upstream product

• 78383-22-9 methyl (+)-cis,trans-3-(2,2-dichloro-3,3,3-trifluoropropyl)-2,2-dimethylcyclopropanecarboxylate 
• 7440-44-0 pyrographite 
• 148116-22-7 1,5-Diazabicyclo[5.4.0]undec-5-ene 

Relevant academic research and scientific papers

Preparation of cyclopropane esters

The invention provides an improved process for the preparation of a lower alkyl ester of 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropane carboxylic acid in which the corresponding lower alkyl ester of a carboxylic acid selected from 6-bromo-6-chloro-3,3-dimethyl-7,7,7-trifluorohept-2-enoic acid and 6,6-dichloro-3,3-dimethyl-7,7,7-trifluorohept-2-enoic acid is treated with an alkali metal lower alkoxylate in the presence of an aromatic hydrocarbon solvent under conditions under which the lower alcohol of the alkoxylate is removed from the reaction mixture by distillation with the aromatic solvent. The products are useful as intermediates in the manufacture of pyrethroid insecticides.

Halogenated esters useful as intermediates for insecticides

The invention provides novel compounds of formula: where X represents chloro or bromo and R represents hydrogen or alkyl of up to 4 carbon atoms, processes for preparing them and their use as intermediates in the preparation of insecticidal cyclopropane derivatives. Also provided are novel compounds of formula: wherein R represents alkyl of up to 4 carbon atoms, useful as intermediates in the preparation of the compounds of formula I.

Preparation and use of halogenated alcohols

The invention discloses a process for the preparation of a halogenated alcohol of formula: wherein X is bromo or chloro which comprises reacting a compound of formula: with 3-methylbut-2-en-1-al in the presence of a strong base and an inert solvent. The products are useful intermediates for the manufacture of insecticides.

4-Heterocyclic-substituted-2-indanyl alcohols and insecticidal ester derivatives

Disclosed are novel compounds of the formula STR1 wherein R1 is a heterocyclic radical selected from furanyl, thienyl, pyridyl, pyrimidyl, oxazolyl, pyrrolyl, isoxazolyl, thiazolyl, and isothiazolyl, and R2 is hydrogen, a tetramethylcyclopropanecarbonyl group, a 1-(substituted-phenyl)-2-methylpropyl-1-carbonyl group, a 1-(4-ethoxyphenyl)-2,2-dichlorocyclopropanecarbonyl group, or a substituted-vinylcyclopropanecarbonyl group. The compounds wherein R2 is other than hydrogen are insecticides.

4-Phenyl-2-indanyl esters of 1R,cis-3-(2-halo-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylic acid

Insecticidal 4-phenyl-2-indanyl 1R,cis-3-(2-halo-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylates having a racemic or optically active indanyl moiety, methods of preparation and use, and efficacy data against representative insect species are disclosed and exemplified.

4-Heterocyclic-substituted-2-indanyl alcohols and insecticidal ester derivatives

Disclosed are novel compounds of the formula STR1 wherein R1 is a heterocyclic radical selected from furanyl, thienyl, pyridyl, pyrimidyl, oxazolyl, pyrrolyl, isoxazolyl, thiazolyl, and isothiazolyl, and R2 is hydrogen, a tetramethylcylopropanecarbonyl group, a 1-(substituted-phenyl)-2-methylpropyl-1-carbonyl group, a 1-(4-ethoxyphenyl)-2-dichlorocyclopropanecarbonyl group, or a substituted-vinyl-cyclopropanecarbonyl group. The compounds wherein R2 is other than hydrogen are insecticides.

4-Heterocyclic-substituted-2-indanyl alcohols and insecticidal ester derivatives

Disclosed are novel compounds of the formula STR1 wherein R1 is a heterocyclic radical selected from furanyl, thienyl, pyridyl, pyrimidyl, oxazolyl, pyrrolyl, isoxazolyl, thiazolyl, and isothiazolyl, and R2 is hydrogen, a tetramethylcyclopropanecarbonyl group, a 1-(substituted-phenyl)-2-methylpropyl-1-carbonyl group, a 1-(4-ethoxyphenyl)-2,2-dichlorocyclopropanecarbonyl group, or a substituted-vinylcyclopropanecarbonyl group. The compounds wherein R2 is other than hydrogen are insecticides.

(+)-4-Substituted-2-indanols

Novel compounds of the formula STR1 are disclosed in which R1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, R2 is hydrogen, a substituted-vinylcyclopropanecarbonyl group, a tetramethylcyclopropanecarbonyl group, or a 1-(substituted-phenyl)-2-methylpropylcarbonyl group, and the isomer of S configuration at C-2 of the indanyl ring is present in an enantiomeric excess over the isomer of R configuration. Also disclosed is a method for preparing the optically active alcohols. The compounds wherein R2 is other than hydrogen are insecticides.

Process for producing (+)-4-substituted-2-indanols

Novel compounds of the formula STR1 are disclosed in which R1 is a phenyl, phenoxy, phenylthio, benzyl or heterocyclic radical which may be substituted, R2 is hydrogen, a substituted-vinylcyclopropanecarbonyl group, a tetramethylcyclopropanecarbonyl group, or a 1-(substituted-phenyl)-2-methylpropylcarbonyl group, and the isomer of S configuration at C-2 of the indanyl ring is present in an enantiomeric excess over the isomer of R configuration. Also disclosed is a method for preparing the optically active alcohols. The compounds wherein R2 is other than hydrogen are insecticides.

Insecticidal pyrethroid enantiomer pair

An insecticidal enantiomer pair consisting essentially of a substantially equimolar mixture of S-4-phenyl-2-indanyl 1R, cis-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate and R-4-phenyl-2-indanyl 1S,cis-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate, its preparation by liquid chromatography, and its utility as an insecticide are described and exemplified.