61898-95-1

Basic information

• Product Name: METHYL 3-(2,2-DICHLOROVINYL)-2,2-DIMETHYL-(1-CYCLOPROPANE)CARBOXYLATE
• Synonyms: Cyclopropanecarboxylicacid,3-(2,2-dichloroethenyl)-2,2-dimethyl-,methylester;Methyl 3-(2,2-dichloroethenyl)-2,2-diMethylcyclopropanecarboxylate;Permethrin EP Impurity B (DCVC Methyl Ester) (Mixture of Diastereomers);3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylic acid methyl ester;3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid methyl ester;Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-,methyl e;methyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylate;Methyl3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
• CAS NO: 61898-95-1
• Molecular Formula: C₉H₁₂Cl₂O₂
• Molecular Weight: 223.1
• EINECS: 263-308-6
• Mol File: 61898-95-1.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 234-235 °C
• Flash Point: 88.1 °C
• Appearance: /
• Density: 1.304
• Vapor Pressure: 0.0412mmHg at 25°C
• Refractive Index: 1.492-1.5
• CAS DataBase Reference: METHYL 3-(2,2-DICHLOROVINYL)-2,2-DIMETHYL-(1-CYCLOPROPANE)CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3-(2,2-DICHLOROVINYL)-2,2-DIMETHYL-(1-CYCLOPROPANE)CARBOXYLATE(61898-95-1)
• EPA Substance Registry System: METHYL 3-(2,2-DICHLOROVINYL)-2,2-DIMETHYL-(1-CYCLOPROPANE)CARBOXYLATE(61898-95-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-36
• Hazardous Substances Data: 61898-95-1(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS TO LIGHT YELLOW LIQUID

Uses

Permethrinic Acid Methyl Ester is an impurity of the insecticide Permethrin (P288500), which is synthetic pyrethroid insecticide with low mammalian toxicity. Permethrinic Acid Methyl Ester is also used as a reactant in preperation of β-ketoesters via sodium hydroxide catalyzed crossed Claisen condensation of ketene silyl acetals and methyl esters.

InChI:InChI=1/C9H12Cl2O2/c1-9(2)5(4-6(10)11)7(9)8(12)13-3/h4-5,7H,1-3H3/t5-,7+/m0/s1

Upstream product

• 62138-41-4 methyl trans-3,3-dimethyl-2-formyl-cyclopropane-1-carboxylate 
• 650-51-1 sodium trichloroacetate 
• 7440-66-6 zinc 
• 61820-12-0 5-(2,2-dichlorovinyl)-4,4-dimethyl-2-oxotetrahydrofuran 
• 55667-43-1 1,1-dichloro-4-methyl-penta-1,3-diene 
• 6832-16-2 methyl diazoacetate 
• 108439-52-7 methyl 5,5-dichloropenta-2E,4-dienoate 
• 149049-60-5 isopropylidenediphenylsulfurane 
• 67-56-1 methanol 
• 108439-50-5 5,5,5-trichloro-2E-pentenoic acid 
• 202519-12-8 3,3-Dichloro-5-(2,2-dichloro-vinyl)-4,4-dimethyl-dihydro-furan-2-one 
• 202519-14-0 2,2,4,6,6-pentachloro-3,3-dimethylhex-5-enoic acid nitrile 
• 64667-33-0 methyl 4,6,6,6-tetrachloro-3,3-dimethylhexanoate 
• 63721-05-1 methyl 3,3-dimethyl-4-penteneoate 

Downstream Products

• 55701-09-2 (-)-trans-(1S,3R)-2,2-dimethyl-3-(2',2'-dichlorovinyl)cyclpropanecarboxylic acid 
• 55667-40-8 trans-permethrin acid 
• 59042-49-8 cis-permethrinic acid 
• 328240-52-4 N-benzoyl-N'-[2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarbonyl]hydrazine 
• 328240-55-7 N-4-chlorobenzoyl-N'-[2,2-dimethyl-3-(2,2-dichlorovinyl)cyclopropanecarbonyl]hydrazine 
• 52341-32-9 permethrin 
• 52645-53-1 permethrin 
• 55701-05-8 3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylic acid 
• 67640-14-6 (2,3,4,5,6-pentafluorophenyl)methyl 2,2-dimethyl-3-(2,2-dichlorovinyl)-cyclopropanecarboxylate 

Relevant articles and documents

Novel synthesis method for methyl dichlorochrysanthemate

The invention provides a synthesis method for methyl dichlorochrysanthemate. The process comprises the following steps: putting an amine catalyst into 3,3-dimethyl-4,6,6,6-tetrachloromethyl n-hexanoate with stirring, so as to obtain a raw material mixture; heating the obtained raw material mixture to the temperature of 20-60 DEG C, dropwise adding a liquid organic base into the raw material mixture, and enabling the mole ratio of the organic base to 3,3-dimethyl-4,6,6,6-tetrachloromethyl n-hexanoate to reach (2.0-2.5): 1; and after the dropwise adding is completed, carrying out heat preservation on the reaction mixture for 0.5-3.0 hours at the temperature of 20-60 DEG C, stopping reaction when the content of 3,3-dimethyl-4,6,6,6-tetrachloromethyl n-hexanoate is lower than 0.3%, and subjecting a product to subsequent treatment, thereby obtaining methyl dichlorochrysanthemate. According to the method provided by the invention, solvents required for the synthesis of methyl dichlorochrysanthemate are canceled, the consumption of the organic base is lowered, the reaction temperature is lowered, the reaction time is shortened, and the production of impurities such as alkyne esters is reduced while the reaction is full, so that the quality of methyl dichlorochrysanthemate is obviously improved. The method is simple in process and convenient in operation and is very beneficial to industrialization.

Ruthenium-Catalyzed Diastereoselective syn-Cyclopropanation of Trisubstituted Alkenes with Diazoacetates

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A stereoselective synthesis of methyl trans-3-(2,2-dichloroethenyl)- 2,2-dimethylcyclopropanecarboxylate

A convenient method is described for the stereoselective synthesis of methyl trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate (5) via methyl 3,3-dimethyl-4,6,6,6-tetrachlorohexanoate (4) as a key intermediate, which was obtained by addition of carbon tetrachloride to methyl 3,3-dimethyl-4-pentenoate (3). Treatment of (4) with sodium methoxide in a single-vessel via methyl 4,6,6-trichloro-3,3-dimethyl-5-hexenoate (6) gave trans-rich (5) in excellent yield.