74609-46-4

Basic information

• Product Name: 3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID
• Synonyms: (Z)-3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-diMethylcyclopropanecarboxylic acid;3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethylcyclopropanecarboxylic acid
• CAS NO: 74609-46-4
• Molecular Formula: C₉H₁₀ClF₃O₂
• Molecular Weight: 242.62
• Mol File: 74609-46-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID(74609-46-4)
• EPA Substance Registry System: 3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID(74609-46-4)

Safety Data

• Hazardous Substances Data: 74609-46-4(Hazardous Substances Data)

Usage

Description

3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID is a chemical compound with the molecular formula C10H8ClF3O2. It is a derivative of cyclopropanecarboxylic acid, featuring a 2-chloro-3,3,3-trifluoro-1-propenyl group attached to the cyclopropane ring. 3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID exhibits unique chemical properties and potential applications in various fields.

Uses

Used in Pesticide Industry:
3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID is used as an impurity in the production of Cyhalothrin, a widely used insecticide. Cyhalothrin is effective in controlling a broad spectrum of pests, including mosquitoes, flies, and other insects that pose threats to human health and agricultural productivity. The presence of this compound in Cyhalothrin may contribute to its overall effectiveness as an insecticide.
Used in Chemical Research:
3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID can be utilized in chemical research for the development of new compounds and materials. Its unique structure and properties make it a valuable starting point for the synthesis of novel molecules with potential applications in various industries, such as pharmaceuticals, agrochemicals, and materials science.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, the chemical structure of 3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLIC ACID suggests that it may have potential applications in the pharmaceutical industry. Its unique functional groups and structural features could be exploited for the development of new drugs or drug candidates with specific therapeutic properties.

Upstream product

• 68085-85-8 α-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate 
• 92880-79-0 bifenthrin 
• 107686-53-3 4-diazoacetoxy-5,5-dichloro-6,6,6-trifluoro-2-methyl-2-hexene 
• 107686-52-2 4-(2,4-dioxobutoxy)-5,5-dichloro-6,6,6-trifluoro-2-methyl-2-hexene 
• 103654-93-9 2,2-dichloro-1,1,1-trifluoro-5-methyl-4-hexen-3-ol 
• 187592-70-7 4-(1,1-dichloro-2,2,2-trifluoroethyl)-6,6-dimethyl-3-oxabicyclo<3.1.0>hexan-2-one 
• 71461-40-0 ethyl (+/-)-cis,trans-3-<(E,Z)-2-chloro-3,3,3-trifluoroprop-1-enyl>-2,2-dimethylcyclopropanecarboxylate 
• 107686-54-4 4-(1,1-Dichloro-2,2,2-trifluoro-ethyl)-6,6-dimethyl-3-oxa-bicyclo[3.1.0]hexan-2-one 

Downstream Products

• 78246-90-9 cyhalothrin chloride 
• 68127-98-0 (+/-)-cis-Z-cyhalothric acid chloride 
• 1369885-74-4 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-N-(5-(3-chlorophenyl)-1,3,4-thiadiazol-2-yl)-2,2-dimethylcyclopropanecarboxamide 
• 1369885-75-5 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethyl-N-(5-(2-nitrophenyl)-1,3,4-thiadiazol-2-yl)cyclopropanecarboxamide 
• 1369885-76-6 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2-dimethyl-N-(5-(3-nitrophenyl)-1,3,4-thiadiazol-2-yl)cyclopropanecarboxamide 
• 1369885-72-2 3-(2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-N-(5-(2-chlorophenyl)-1,3,4-thiadiazol-2-yl)-2,2-dimethylcyclopropanecarboxamide 

Relevant articles and documents

Characterization of a novel thermophilic pyrethroid-hydrolyzing carboxylesterase from Sulfolobus tokodaii into a new family

A novel gene ST2026 encoding a putative carboxylesterase from the thermophilic crenarchaeota Sulfolobus tokodaii (named EstSt7) was cloned and functionally overexpressed in Escherichia coli. The recombinant enzyme was purified to homogeneity after heat treatment, Ni-NTA affinity and Superdex-200 gel filtration chromatography. EstSt7 showed maximum activity at 80 C over 30 min and had a half-life of 180 min at 90 C. Its enzymatic activity was stable in the pH range of 8.0-10.0 with an optimum at 9.0. The enzyme exhibited significant esterase activity toward various p-nitrophenyl esters and the most preferable substrate was p-nitrophenyl butyrate (kcat/Km of 246.3 s-1 mM-1). In addition, EstSt7 showed high activity and stability against organic solvents (20% and 50% v/v) and detergents (1% and 5% v/v). Furthermore, EstSt7 could efficiently hydrolyze a wide range of synthetic pyrethroids including fenpropathrin, permethrin, cypermethrin, cyhalothrin, deltamethrin and bifenthrin, which makes it a potential candidate for the detoxification of pyrethroids for the purpose of biodegradation. Sequence alignment, phylogenetic analysis and comparison of the conserved motif reveal that this novel carboxylesterase EstSt7 should be grouped into a new bacterial lipase and esterase family.

PRACTICAL AND STEREOCONTROLLED SYNTHESES OF BOTH (1R*,3S*)- AND (1R*,3R*)-3-(2-CHLORO-3,3,3-TRIFLUORO-1-PROPENYL)-2,2-DIMETHYLCYCLOPROPANECARBOXYLATES

The title compounds of (1R*,3S*) configuration were prepared from 3-formyl-2,2-dimethylcyclopropanecarboxylate by addition of CF3CCl2ZnCl, acetylation, and reductive β-elimination with zinc, whereas the (1R*,3R*) isomer was derived from Me2C=CHCH(OH)CCl2CF3 by diazoacetylation, Cu(II) catalyzed intramolecular cyclization, and the zinc reduction.