1447-13-8

Basic information

• Product Name: METHYL 2,2-DICHLORO-1-METHYLCYCLOPROPANECARBOXYLATE
• Synonyms: METHYL 2,2-DICHLORO-1-METHYLCYCLOPROPANECARBOXYLATE;1-Methyl-2,2-dichlorocyclopropane-1-carboxylic acid methyl ester;2,2-Dichloro-1-methyl-1-cyclopropanecarboxylic acid methyl ester;2,2-Dichloro-1-methylcyclopropanecarboxylic acid methyl ester;2,2-Dichloro-1-methylcyclopropane-carboxylic acid methyl ester;methyl 2,2-dichloro-1-methyl-cyclopropane-1-carboxylate;methyl 2,2-dichloro-1-methylcyclopropane-1-carboxylate;Methyl 2,2-dichloro-1-Methyl-cyclopropanecarbxoylate
• CAS NO: 1447-13-8
• Molecular Formula: C₆H₈Cl₂O₂
• Molecular Weight: 183.03
• EINECS: 215-900-0
• Product Categories: C6 to C7;Carbonyl Compounds;Esters
• Mol File: 1447-13-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 184-187 °C
• Flash Point: 74 °C
• Appearance: /
• Density: 1.269 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.347mmHg at 25°C
• Refractive Index: n20/D 1.463
• BRN: 1938341
• CAS DataBase Reference: METHYL 2,2-DICHLORO-1-METHYLCYCLOPROPANECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 2,2-DICHLORO-1-METHYLCYCLOPROPANECARBOXYLATE(1447-13-8)
• EPA Substance Registry System: METHYL 2,2-DICHLORO-1-METHYLCYCLOPROPANECARBOXYLATE(1447-13-8)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 1447-13-8(Hazardous Substances Data)

Usage

Uses

Methyl 2,2-dichloro-1-methylcyclopropanecarboxylate may be used in chemical synthesis.

Synthesis Reference(s)

Synthetic Communications, 12, p. 1163, 1982 DOI: 10.1080/00397918208065984

General Description

Methyl 2,2-dichloro-1-methylcyclopropanecarboxylate is an ester.

InChI:InChI=1/C6H8Cl2O2/c1-5(4(9)10-2)3-6(5,7)8/h3H2,1-2H3

Upstream product

• 186581-53-3 diazomethane 
• 1447-14-9 2,2-dichloro-1-methylcyclopropanecarboxylic acid 
• 20101-83-1 methyl 2-methyl-4,4,4-trichlorobutyrate 
• 80-62-6 methacrylic acid methyl ester 
• 67-66-3 chloroform 

Downstream Products

• 6914-76-7 1-Methyl-cyclopropanoic acid 
• 85393-10-8 2,2-dichloro-1-methylcyclopropane-1-carbaldehyde 
• 132277-00-0 (2,2-Dichloro-1-methylcyclopropyl)diphenylmethanol 
• 6206-25-3 methyl 1-methylcyclopropanecarboxylate 

Relevant articles and documents

FORMATION OF A REASONABLY STABILIZED TRICHLOROMETHYL ANION BY THE REACTION OF CHLOROFORM WITH ELECTROGENERATED BASE, AND ITS 1,4-ADDITION TO α,β-UNSATURATED CARBONYL COMPOUNDS

A reasonably stabilized trichloromethyl anion (TCMA) was formed by the reaction of chloroform with an electrogenerated base prepared by the electroreduction of 2-pyrrolidone, and the addition of this TCMA to α,β-unsaturated esters gave the corresponding β-trichloromethyl esters in good yields.

Phase transfer catalyzed reactions of chloroform with methacrylic esters

Chloroform reacts with an excess of methyl methacrylate in the presence of 50% aq NaOH and benzyltriethylammonium chloride (TEBA) as a catalyst (phase transfer catalysis, PTC) to give a mixture of dichlorocarbene and trichloromethyl anion adducts, 1 and 2, respectively. These additions proceed as parallel processes, there is a slow conversion of 2 → 1, which proceeds as an intramolecular process.

Esters with larvicidal activity: Synthesis of 3-phenoxybenzyl and 2(RS)-cyano-3-phenoxybenzyl 2,2-dihalo-1-methyl-cyclopropane-1-carboxylates

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