68127-98-0

Basic information

• Product Name: (1R,3S)-3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carbonyl chloride
• Synonyms: (1R,3S)-3-((1Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropanecarbonyl chloride;Cyclopropanecarbonyl chloride, 3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propen-1-yl]-2,2-dimethyl-, (1R,3S)-rel-
• CAS NO: 68127-98-0
• Molecular Formula: C₉H₉Cl₂F₃O
• Molecular Weight: 261.0684
• EINECS: 614-284-4
• Mol File: 68127-98-0.mol

Chemical Properties

• Boiling Point: 228.9°C at 760 mmHg
• Flash Point: 92.2°C
• Density: 1.44g/cm³
• Vapor Pressure: 0.0715mmHg at 25°C
• Refractive Index: 1.501
• CAS DataBase Reference: (1R,3S)-3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carbonyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: (1R,3S)-3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carbonyl chloride(68127-98-0)
• EPA Substance Registry System: (1R,3S)-3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carbonyl chloride(68127-98-0)

Safety Data

• Hazardous Substances Data: 68127-98-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(1R,3S)-3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carbonyl chloride is utilized as a reagent in organic synthesis due to its reactive carbonyl chloride functionality. This allows for the creation of a variety of complex organic molecules.
Used in Pharmaceutical Production:
(1R,3S)-3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carbonyl chloride may be employed in the production of pharmaceuticals, given its unique structure and reactivity. Its potential use in medicine could be attributed to the ability to form new drug candidates with specific biological activities.
Used in Agrochemicals:
(1R,3S)-3-[(Z)-2-chloro-3,3,3-trifluoro-prop-1-enyl]-2,2-dimethyl-cyclopropane-1-carbonyl chloride could also be used in the development of agrochemicals, where its reactivity and structural features may contribute to the creation of novel pesticides or other agricultural products.
Used in Fluorine Chemistry Applications:
The presence of the chloro-trifluoropropenyl group suggests that this compound could have applications in fluorine chemistry, which often involves the synthesis of molecules with unique properties due to the presence of fluorine atoms.

Upstream product

• 68086-36-2 (+/-)-cis-3-<(Z)-2-chloro-3,3,3-trifluoroprop-1-enyl>-2,2-dimethylcyclopropanecarboxylic acid 
• 259823-89-7 cis-3-[2-(E,Z)-chloro-3,3,3trifluoropropenyl]-2,2-dimethylcyclopropanecarboxylic acid 
• 74609-46-4 3-(2-chloro-3,3,3-trifluoroprop-1-en-yl)-2,2-dimethylcyclopropanecarboxylic acid 
• 76023-99-9 (1R,3R)-3-((Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2,-dimethylcyclopropane-1-carboxylic acid 
• 850227-76-8 cis-3-(2-chloro-3,3,3-trifluoroprop-1-ene-1-yl)-2,2-dimethylcyclopropanecarboxylic acid 
• 7446-09-5 sulfur dioxide 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 92880-79-0 2-Methyl-3-phenylbenzyl [1R,trans]-2,2-dimethyl-3-(2-chloro-2-trifluoromethylvinyl)cyclopropanecarboxylate 

Relevant articles and documents

Synthesis and biological activities of 3-(2-chloro-3,3,3-trifluoroprop-1- enyl)-2,2-dimethyl-N-substituted phenylcyclopropanecarboxamide

Some amide compounds containing pyrethroids are synthesized. Their structures were confirmed by 1H NMR, MS and elemental analysis. The bioassay results indicated that they showed moderate fungicidal activity.

Novel bifenthrin derivatives, and preparation method and application thereof

The invention discloses novel bifenthrin derivatives, and a preparation method and application thereof. The novel bifenthrin derivatives have a structural formula as shown in a formula (I) which is described in the specification. In the formula (I), when R1 is H, R2 is a Cl or CF3 substituent group, and R3 is H or a substituted or unsubstituted non-heterocyclic or heterocyclic aryl group; when R1is a Cl substituted group, R 2 is H or a Cl or CF3 substituent group, and R3 is H or a substituted or unsubstituted non-heterocyclic or heterocyclic aryl group; the non-heterocyclic aryl group is a phenyl, naphthyl, anthryl, phenanthryl or pyrenyl group; and the heterocyclic aryl group is a five-to-nine-membered monocyclic or polycyclic heterocyclic aryl group with one or more O or S heteroatoms.According to the invention, a series of the novel bifenthrin derivatives are synthesized mainly by modifying and transforming ortho-position and terminal-position benzene rings on the intermediate benzene rings of bifenthrin; and the novel bifenthrin derivatives have excellent insecticidal and mosquito-killing effect on both larvae and adult mosquitoes, are significantly reduced in toxicity and improved in metabolic stability, and shows good application prospects.

NOVEL CRYSTALLINE FORM OF TEFLUTHRIN, PROCESS FOR ITS PREPARATION AND USE THEREOF

Provided are the crystalline form of tefluthrin of formula (I), the crystal preparation process, the analyses of the crystal through various analytical methods and using the crystal to prepare stable agrochemical formulation. Also provided is the use of various solvents towards the crystalline form preparation conditions.

Design, synthesis, crystal structure and insecticidal evaluation of novel arylpyrazole derivatives containing cyhalothroyl thiourea moiety

On the basis of the commercial insecticide Fipronil, a series of novel arylpyrazole derivatives containing the cyhalothroyl thiourea moiety were designed and synthesized via the key intermediate 5-amino-3-cyano-1- (substituted phenyl) pyrazole. The structures of target compoundswere characterized by 1H NMR, FT-IR, elemental analysis and single crystal X-ray diffraction analysis. Their insecticidal activities against Culex pipiens and Musca domesticawere evaluated. The results of bioassays indicated that title compounds exhibited satisfactory insecticidal activities. Among those, Compound 7t ((E)-3-(2-chloro- 3, 3, 3-trifluoroprop-1-en-1-yl)-N- ((3-cyano-1-(2, 6- dichloro-4-(trifluoromethyl) phenyl)-1H-pyrazol-5-yl) carbamothioyl)- 2, 2-dimethyl cyclopropane carboxamide) exhibited the best insecticidal activities because of its lowest KT50 values,which are superior to the commercial insecticide Dextral tetramethrin and similar to Prallethrin. The type and position of substituent on the benzene ring played important roles on the biological activities of target compounds.

Preparation method of cyanogen chrysanthemum ester insecticide

The invention discloses a preparation method of a Clocythrin pesticide. The method comprises the following steps: a) mixing chrysanthemic acid and chrysanthemyl chloride and placing the mixture into a reaction vessel, adding triethylamine and introducing phosgene, slowly heating to 55-110 DEG C and fully reacting for 1-4 h so as to generate Chrysanthemoyl chloride; and b) dissolving sodium cyanide in an aqueous-phase Triton micellar solution, adding a catalyst and heating to 40 DEG C, slowly and dropwise adding mixed liquor of Chrysanthemoyl chloride and m-Phenoxybenzaldehyde, keeping the temperature and reacting for 1-4 h, cooling to 10 DEG C, adding a few amount of water and crystal seed, fully stirring and precipitating solids, and washing the precipitated solids with alkali, washing, filtering and drying so as to obtain a final product Clocythrin. The solvent in the invention can be recycled, use of the catalyst and water is reduced, and discharge of toxic wastewater and exhaust gas is minimized. The post-processing procedure is simple, and extraction and solvent distillation are not required. The final product can be obtained through simple centrifugation, washing and filtration. Discharge of solid wastes is decreased.

Bifenthrin semi-antigen, and quick-detection apparatus and preparation method thereof

The invention provides a bifenthrin semi-antigen, and a quick-detection apparatus and a preparation method thereof. The bifenthrin semi-antigen is represented as the formula (I). The bifenthrin semi-antigen is used for detecting bifenthrin metabolite, has

Synthesis and biological activities of 3-1-(3-(2-Chloro-3,3,3-trifluoro- prop-1-enyl)-2,2-dimethylcyclopropanecarbonyl)-3-substituted phenyl thiourea

Some thiourea compounds containing pyrethroids are synthesized. Their structures were confirmed by 1H-NMR, MS and elemental analysis. The bioassay results indicated that they showed moderate insecticidal and fungicidal activity.

Synthesis and characterization of novel N-acyl cyclic urea derivatives

A series of novel N-acyl cyclic urea derivatives (3a-3l) have been synthesized by the reactions of 1-((6-chloropyridin-3-yl)methyl)imidazolidin-2- one (1) with various acyl chlorides in the yields of 35-95%. Subsequently, N-acyl cyclic urea derivatives co

Synthesis and evaluation of a new series of substituted acyl(thio)urea and thiadiazolo [2,3-a] pyrimidine derivatives as potent inhibitors of influenza virus neuraminidase

A series of substituted acyl(thio)urea and 2H-1,2,4-thiadiazolo [2,3-a] pyrimidine derivatives were prepared and both of their cell culture and enzymatic activity toward influenza virus were tested. Their in vitro neuraminidase inhibitory activities were in good agreement with the corresponding activities in cultured cells and they were evaluated as potent neuraminidase inhibitors. Of the analogues that demonstrated IC50s 0.1 μM, 16 and 60 were further investigated as candidates with the most potential for future development. The molecular docking work of the representative compound was described to provide more insight into their mechanism of action and further rationalize the observations of this new series herein, which represents a novel class of highly potent and selective inhibitors of influenza virus.

PROCESS FOR PRPARING GAMMA-CYHALOTHRIN

A process for the preparation of gamma-cyhalothrin comprising steps of a) chlorinating 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-l-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid to give 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-l-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid chloride and b) esterifying 1R cis-Z 3-(2-chloro-3,3,3-trifluoro-l-propenyl)-2,2-dimethyl cyclopropanecarboxylic acid chloride with the (S)-cyanohydrin of 3-phenoxy benzaldehyde (III).