59609-49-3

Basic information

• Product Name: ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate
• Synonyms: ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate;ETHYL 3-(2,2-DICHLOROVINYL)-2,2-DIME-1-CYCLOPROPANECARBOXYLATE;Permethric acid ethyl ester;ethyl dichlorovinyl-2,2-dimethyl-1-cyclopropanecarboxylate;ethyl(±)cis，trans-2，2-dimethyl-3-2，2-dichloro vinyl cyclopropane carboxylate;2-(2,2-Dichlorovinyl)-3,3-dimethylcyclopropane-1-carboxylic acid ethyl ester;2,2-Dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarboxylic acid ethyl ester;Ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate,97%, mixture of cis and
• CAS NO: 59609-49-3
• Molecular Formula: C₁₀H₁₄Cl₂O₂
• Molecular Weight: 237.12296
• EINECS: 261-826-7
• Mol File: 59609-49-3.mol
• Article Data: 27

Chemical Properties

• Boiling Point: 338.48°C (rough estimate)
• Flash Point: 93.5°C
• Appearance: /
• Density: 1.2191 (rough estimate)
• Vapor Pressure: 0.0405mmHg at 25°C
• Refractive Index: 1.5410 (estimate)
• CAS DataBase Reference: ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate(59609-49-3)
• EPA Substance Registry System: ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate(59609-49-3)

Safety Data

• Hazardous Substances Data: 59609-49-3(Hazardous Substances Data)

Usage

General Description

Ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate is a chemical compound with the molecular formula C13H16Cl2O2. It is a synthetic pesticide that belongs to the class of chemicals known as pyrethroids, which are commonly used in agriculture to control pests such as insects and mites. This particular compound is known for its strong insecticidal properties, and is often used to protect crops from damage. However, it is also important to note that ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate is considered toxic to humans and has been associated with various health risks, so it is important to use it with caution and follow safety guidelines when handling and applying it.

InChI:InChI=1/C10H14Cl2O2/c1-4-14-9(13)8-6(5-7(11)12)10(8,2)3/h5-6,8H,4H2,1-3H3

Upstream product

• 107-86-8 3,3-dimethyl acrylaldehyde 
• 3167-62-2 diethyl (dichloromethyl)phosphonate 
• 66692-75-9 ethyl 3-formyl-2,2-dimethylcyclopropanecarboxylate 
• 865-47-4 potassium tert-butylate 
• 872-45-7 1-methyl-2,3-dihydro-1H-phosphole 1-oxide 
• 59609-50-6 ethyl 2-(2,2-dichlorovinyl)-3,3-dimethyl-1-ethoxycarbonylcyclopropanecarboxylate 
• 650-51-1 sodium trichloroacetate 
• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 65771-92-8 3-methyl-3-chloro-2-(2',2'-dichlorovinyl)-butanecarboxylic acid ethyl ester 
• 2304-30-5 tetra-n-butylphosphonium chloride 
• 61820-11-9 1-cyano-3-(2',2'-dichlorovinyl)-2,2-dimethylcyclopropane 
• 60066-53-7 ethyl 4,6,6,6-tetrachloro-3,3-dimethylhexanoate 
• 60066-54-8 ethyl 4-bromo-6,6,6-trichloro-3,3-dimethylhexanoate 
• 6674-22-2 1,8-diazabicyclo[5.4.0]undec-7-ene 

Downstream Products

• 55701-05-8 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid 
• 52314-67-7 permethric acid chloride 
• 55667-40-8 trans-permethrin acid 
• 59042-49-8 cis-permethrinic acid 

Relevant articles and documents

ASYMMETRIC SYNTHESIS OF CYCLOPROPANE CARBOXYLATES: CATALYSIS OF DIAZOACETATE REACTIONS BY COPPER(II) SCHIFF BASE COMPLEXES DERIVED FROM α-AMINO ACIDS

The asymmetric synthesis of cyclopropane carboxylates, which are intermediates in the synthesis of photostable pyrethroid insecticides, by catalysed reaction of ethyl dizaoacetate with halo-olefins is described.Using chiral copper(II) Schiff base complexes derived from L-phenylalanine and aromatic aldehydes as catalysts, both the degree and direction of optical induction were found to depend upon the olefin.Unexpectedly, in several reactions there was marked stereoselectivity at C(3), rather than C(1), of the cyclopropanes.This novel pattern of selectivity is interpreted in terms of carbene transfer from a metal-carbene intermediate in which a chiral ligand controls the orientation of an approaching olefin.

COPPER (II) SUPPORTED ON NAFION PERFLUORINATED ION EXCHANGE POLYMER: AN EFFICIENT CATALYST FOR CYCLOPROPANATION REACTIONS.

-

Process for the preparation of 1,1-dichloro-alkenes

A process for the preparation of a 1,1-dichloro-alkene of the formula STR1 in which R1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, and R2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, or R1 and R2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain, comprising reacting a carbonyl compound of the formula STR2 with a trichloromethanephosphonic acid ester of the formula STR3 in which R3 each individually is an alkyl or phenyl radical, or together are alkanediyl, in the presence of at least an equimolar amount of magnesium. Advantageously, R1 is hydrogen, R2 is a C2 to C5 alkenyl radical or a radical of the formula STR4 Z is a cyano, acetal, carboxyl or C1 to C4 alkoxycarbonyl radical, or a radical of the formula COOM, and M is sodium or potassium, R3 each individually is a C1 to C4 alkyl or phenyl radical, or the two radicals R3 together are C2 to C5 alkanediyl, about 0.95 to 1.4 moles of the trichloromethanephosphonic acid ester and about 1.5 to 4 moles of magnesium are employed per mole of the carbonyl compound, and the reaction is carried out at a temperature between about 0° and 150° C. in a polar aprotic solvent. The products are known intermediates, especially for insecticides.